Pyridine → HCID 9960944, compound

HRID 908542Notes

Reaction equation

HRID 908542 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([NH:10][CH2:11][C:12]2[S:16][C:15]([S:17](Cl)(=[O:19])=[O:18])=[CH:14][CH:13]=2)=[O:9])=[CH:4][CH:3]=1.[S:21]1[CH2:25][CH2:24][S:23][CH:22]1[C:26]1[CH:31]=[CH:30][C:29]([C:32]2[S:33][CH:34]=[C:35]([C:37]([NH:39][NH2:40])=[O:38])[N:36]=2)=[CH:28][CH:27]=1.N1C=CC=CC=1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([NH:10][CH2:11][C:12]2[S:16][C:15]([S:17]([NH:40][NH:39][C:37]([C:35]3[N:36]=[C:32]([C:29]4[CH:28]=[CH:27][C:26]([CH:22]5[S:21][CH2:25][CH2:24][S:23]5)=[CH:31][CH:30]=4)[S:33][CH:34]=3)=[O:38])(=[O:19])=[O:18])=[CH:14][CH:13]=2)=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 27357135-((4-Chlorobenzamido)methyl)thiophene-2-sulfonyl chlorideHCID 27443722-[4-(1,3-dithiolan-2-yl)phenyl]-1,3-thiazole-4-carbohydrazide

Product 1

HCID 9960944HCID 9960944, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of sulfonyl chloride 1b (1.0 equivalents), 2-[4-(1,3-Dithiolan-2-yl)phenyl]-1,3-thiazole-4-carbohydrazide (1.1 equivalents), and pyridine (1.2-2 equivalents) in CHCl3 is heated to reflux for 2 h. Filtration over SiO2 (CH3CN) and evaporation yielded 80% of the desired sulfonyl hydrazide 1.

Workup

  1. temperatureto reflux for 2 h
  2. filtrationFiltration
  3. customover SiO2 (CH3CN) and evaporation

Sources & evidence

ORD record
ord-e459b19a4a7d4e329b9a1d057af7ae29
Source dataset
uspto-grants-2011_09
Patent number
US08017628B2

Reaction notes

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