Reaction equation
Cl.C(O[C:5](=[NH:16])[CH2:6][S:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:9])=[O:8])C.[OH-].[Na+].C(=O)(O)[O-].[Na+].[S:24]1[CH:28]=[CH:27][CH:26]=[C:25]1[C:29]([NH:31][NH2:32])=[O:30]>C(Cl)(Cl)Cl>[C:10]1([S:7]([CH2:6][C:5]([NH:32][NH:31][C:29]([C:25]2[S:24][CH:28]=[CH:27][CH:26]=2)=[O:30])=[NH:16])(=[O:8])=[O:9])[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
A suspension of 13.2 g (0.05 mol) 2-(phenylsulfonyl)-ethanimidic acid ethyl ester hydrochloride in 110 ml chloroform was treated with 50 ml 1N aqueous sodium hydoxide. 20 ml of a saturated aqueous sodiumbicarbonate solution was added and the mixture was extracted with chloroform. The extracts were combined and dried with sodium sulfate and the solvents were distilled off under reduced pressure. The resulting colorless oil was stirred together with 7.82 g (0.05 mol) 2-thiophencarboxylic acid hydrazide in 75 ml chloroform for 24 hours at 50° C. The resulting precipitate was filtered off and dried. A quantitative yield thiophene-2-carboxylic acid N′-(2-benzenesulfonyl-1-imino-ethyl)-hydrazide was obtained as white crystals. MS m/e (%): 324 (M+H+, 100).
Workup
- extractionthe mixture was extracted with chloroform
- dry with materialdried with sodium sulfate
- distillationthe solvents were distilled off under reduced pressure
- filtrationThe resulting precipitate was filtered off
- customdried
Sources & evidence
- ORD record
- ord-ce100ce763ad4cb998802e65655cf565
- Source dataset
- uspto-grants-2002_03
- Patent number
- US06355653B1
Linked notes
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