Synthesis of 2-chlorobenzothiazole

Preparation of 2-chlorobenzothiazole

Preparation of 2-chlorobenzothiazole

Preparation of 2-chlorobenzothiazole

Disulfur dichloride (1.1 moles) is added in small portions to 2-mercaptobenzothiazole in a 3-liter flask fitted with a stirrer and an air-condenser. When the exothermic reaction ceases, the mixture is heated cautiously until foaming ceases, then boiled under reflux for 90 min, and set aside overnight. The black product is distilled, the fraction boiling at 150-170°/55-65 mm being collected. It is washed with 10% sodium carbonate solution and water, dried over sodium sulfate, and redistilled (b.p. 158-162°/50mm; yield 72%).

J. Org. Chem., 2, 149 (1937).

IUPAC Name

2-chloro-1,3-benzothiazole

InChI

InChI=1S/C7H4ClNS/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H

InChI Key

BSQLQMLFTHJVKS-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C2C(=C1)N=C(S2)Cl

Depositor-Supplied Synonyms

2-Chlorobenzothiazole, 615-20-3, 2-Chloro-1,3-benzothiazole, 2-CHLOROBENZO[D]THIAZOLE, BENZOTHIAZOLE, 2-CHLORO-, 2-Benzothiazolyl Chloride, 2-Chloro-benzothiazole, USAF EK-2784, MFCD00005776, BSQLQMLFTHJVKS-UHFFFAOYSA-N, NSC 8442, EINECS 210-415-0, SBB059270, BRN 0116316, AI3-63118, Chlorobenzothiazole, NSC8442, 2-chlorobenzthiazole, 2-chloro benzothiazole, PubChem21853, (2-chloro)benzothiazole, AC1Q3KWK, ACMC-1BIW4, 2-chloro-benzo[d]thiazole, UNII-FN1T1Y0P5P, 2chloro-1,3-benzothiazole, AC1L1YL9, DSSTox_CID_30861, FN1T1Y0P5P, DSSTox_GSID_52289, SCHEMBL76778, KSC498A1L, 167576_ALDRICH, WLN: T56 BN DSJ CG, 2-Chloro-1,3-benzothiazole #, DTXSID2052289, CTK3J8015, ZINC152274, ACT07789, EBD31507, NSC-8442, Tox21_303729, ANW-33843, ZINC00152274, AKOS000121331, AB00527, CS20002, FS-1336, MCULE-3986768038, RP02613, VT10092, NCGC00357038-01, AJ-12713, AK-44922, AN-21644, BR-44922, CAS-615-20-3, CJ-01141, HE001463, KB-22809, LS-40712, S750, ZB005139, AB1003738, DB-028006, ST2409926, TC-050989, AM20040862, BB 0218382, C0332, FT-0611916, FT-0689816, ST50826825, A15697, M-5288, 4-27-00-01072 (Beilstein Handbook Reference), W-105143, F2144-0001, InChI=1/C7H4ClNS/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4, 72403-12-4

Removed Synonyms

null, C7H4ClNS, MolPort-000-141-410, CID11987, RTC-050989

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