5-Nitrofuroyl chloride → N'2-(6-trifluoromethoxy-1,3-benzothiazol-2yl)-5-nitro-2-furanecarbohydrazide

HRID 919385

Reaction equation

HRID 919385 reaction equation
[N+:1]([C:4]1[O:8][C:7]([C:9](Cl)=[O:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH:12]([C:14]1[S:15][C:16]2[CH:22]=[C:21]([O:23][C:24]([F:27])([F:26])[F:25])[CH:20]=[CH:19][C:17]=2[N:18]=1)[NH2:13]>>[F:27][C:24]([F:25])([F:26])[O:23][C:21]1[CH:20]=[CH:19][C:17]2[N:18]=[C:14]([NH:12][NH:13][C:9]([C:7]3[O:8][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)=[O:10])[S:15][C:16]=2[CH:22]=1

Participants

3

Reactant 2

HCID 907115-Nitrofuroyl chlorideHCID 104221582-Hydrazinyl-6-(trifluoromethoxy)-1,3-benzothiazole

Product 1

HCID 86664241N'2-(6-trifluoromethoxy-1,3-benzothiazol-2yl)-5-nitro-2-furanecarbohydrazide

Conditions

Temperature
0 °C

Procedure

The compound 4e was prepared according to above described method by using 5-nitro-2-furancarboxylic acid chloride (430 mg, 1 mmol) and 2-hydrazino-6-trifluoromethoxybenzothiazole (319 mg, 1.5 mmol) which stirred for 1 h at 0° C. and stirring continued at 25° C. for 11 h (yield 287 mg, 87%).

Workup

  1. stirringstirring
  2. waitcontinued at 25° C. for 11 h

Sources & evidence

ORD record
ord-81e5f642467645afbd721bce4d22419d
Source dataset
uspto-grants-2016_03
Patent number
US09273039B2

Linked notes

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