5-Nitrothiophene-2-carboxaldehyde → 5-Nitro-2-thiophenecarbaldehyde 2-(6-trifluoromethyl-1,3-benzothiazol-2yl)hydrazone

HRID 919375

Reaction equation

HRID 919375 reaction equation
S1C2C=CC=CC=2N=C1NN=CC1OC([N+]([O-])=O)=CC=1.[N+:21]([C:24]1[S:28][C:27]([CH:29]=O)=[CH:26][CH:25]=1)([O-:23])=[O:22].[NH:31]([C:33]1[S:34][C:35]2[CH:41]=[C:40]([C:42]([F:45])([F:44])[F:43])[CH:39]=[CH:38][C:36]=2[N:37]=1)[NH2:32]>>[F:45][C:42]([F:43])([F:44])[C:40]1[CH:39]=[CH:38][C:36]2[N:37]=[C:33]([NH:31][N:32]=[CH:29][C:27]3[S:28][C:24]([N+:21]([O-:23])=[O:22])=[CH:25][CH:26]=3)[S:34][C:35]=2[CH:41]=1

Participants

4

Reactant 3

HCID 782815-Nitrothiophene-2-carboxaldehydeHCID 28566715-Nitro-2-furaldehyde 2-(1,3-benzothiazole-2-yl)hydrazoneHCID 247289552-Hydrazino-6-trifluoromethyl-benzothiazole

Product 1

HCID 866642315-Nitro-2-thiophenecarbaldehyde 2-(6-trifluoromethyl-1,3-benzothiazol-2yl)hydrazone

Procedure

The compound 3h was prepared according procedure described for 3a by employing 5-nitrothiophen aldehyde (157 mg, 1 mmol) and 2-hydrazino-6-trifluoromethyl-benzothiazole (233 mg, 1 mmol) at 70° C. for 2 h (yield 312 mg, 84%).

Workup

  1. customat 70° C.
  2. customfor 2 h

Sources & evidence

ORD record
ord-a13763deafa0473cb758d16ed7eaa7b1
Source dataset
uspto-grants-2016_03
Patent number
US09273039B2

Linked notes

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