Sayed, Mostafa’s team published research in European Chemical Bulletin in 2017 | CAS: 74960-46-6

3-Chloro-1H-indole-2-carbonitrile(cas: 74960-46-6) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Electric Literature of C9H5ClN2

The author of 《Synthesis of some new heterocyclic compounds containing indole moiety》 were Sayed, Mostafa; El-Dean, Adel M. Kamal; Ahmed, Mostafa; Hassanien, Reda. And the article was published in European Chemical Bulletin in 2017. Electric Literature of C9H5ClN2 The author mentioned the following in the article:

3-Chloro-1H-indole-2-carbaldehyde was synthesized and converted into Schiff base derivatives I [R = H, EtCO2CH2; Ar = C6H5, 4-ClC6H4, 4-NO2C6H4 etc.] by condensation reaction with active methylene group containing compounds/hydrazine derivatives Compounds I were reacted with chloroacetyl chloride to gave 2-azetidinone derivatives II [R1 = H, CH2CO2Et, CH2C(O)NHNH2]. Furthermore reaction of synthesized azetidinone derivatives with hydrazine hydrate afforded N-carbohydrazide derivatives II [R1 = CH2C(O)NHNH2]. The experimental part of the paper was very detailed, including the reaction process of 3-Chloro-1H-indole-2-carbonitrile(cas: 74960-46-6Electric Literature of C9H5ClN2)

3-Chloro-1H-indole-2-carbonitrile(cas: 74960-46-6) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Electric Literature of C9H5ClN2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kaneko, Chikara’s team published research in Chemical & Pharmaceutical Bulletin in 1980 | CAS: 74960-46-6

3-Chloro-1H-indole-2-carbonitrile(cas: 74960-46-6) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Name: 3-Chloro-1H-indole-2-carbonitrile

《Studies on the N-oxides of π-deficient N-heteroaromatics. XXXIV. Studies on oxazepine derivatives. X. A novel synthesis of substituted indoles by photochemical ring contraction of 3,1-benzoxazepines》 was written by Kaneko, Chikara; Fujii, Harue; Kawai, Shinji; Yamamoto, Atsushi; Hashiba, Kazuhiko; Kimata, Toshihiko; Hayashi, Reiko; Somei, Masanori. Name: 3-Chloro-1H-indole-2-carbonitrile And the article was included in Chemical & Pharmaceutical Bulletin on April 30 ,1980. The article conveys some information:

A novel photochem. ring-contraction reaction of 3,1-benzoxazepines I (R = cyano, Ph; R1 = Cl, CO2H; R2 = H) yields 3-formylindoles II (R3 = CHO, R4 = H, Cl) in an aprotic solvent. This ring contraction was successfully extended to oxazepines having an alkoxycarbonyl function at the 5-position to give the indoles having this function at the 3-position. Though most of the oxazepines underwent the ring-contraction reaction only on irradiation at 254 nm, 5-carboxy derivatives or their esters afforded the ring-contraction products even at ≥300 nm. The intermediacy of 3H-indole species in these photochem. ring-contraction reactions was demonstrated by the isolation of II (R = Ph, R3 = Ac, R4 = 5-CO2Me) during the photolysis of I (R = Ph, R1 = COOMe, R2 = Me) this 3H-indole afforded II (R = Ph, R3 = Ac, R4 = 4-, and 6-CO2Me) upon further irradiation The mechanism of this acetyl migration is discussed based on the result of the photochem. acetyl migration of Me 1-acetyl-2-phenylindole-3-carboxylate. The oxazepines were obtained by photochem. rearrangement of quinoline oxides at ≥300 nm. The experimental process involved the reaction of 3-Chloro-1H-indole-2-carbonitrile(cas: 74960-46-6Name: 3-Chloro-1H-indole-2-carbonitrile)

3-Chloro-1H-indole-2-carbonitrile(cas: 74960-46-6) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Name: 3-Chloro-1H-indole-2-carbonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts