5-Nitrofurfural → 5-Nitro-2-furaldehyde 2-(6-fluoro-1,3-benzothiazol-2yl)hydrazone

HRID 919378

Reaction equation

[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][N:11]=[CH:12][C:13]1[O:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=1.[N+](C1OC(C=O)=CC=1)([O-])=O.N(C1SC2C=C([F:42])C=CC=2N=1)N>>[F:42][C:7]1[CH:8]=[CH:9][C:4]2[N:3]=[C:2]([NH:10][N:11]=[CH:12][C:13]3[O:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=3)[S:1][C:5]=2[CH:6]=1

Participants

Reactant 3

HCID 127745-Nitrofurfural

HCID 20498446-Fluoro-2-hydrazinyl-1,3-benzothiazole

HCID 28566715-Nitro-2-furaldehyde 2-(1,3-benzothiazole-2-yl)hydrazone

Product 1

HCID 866642345-Nitro-2-furaldehyde 2-(6-fluoro-1,3-benzothiazol-2yl)hydrazone

Procedure

The compound 3k was prepared according procedure described for 3a by employing 5-nitrofuran aldehyde (157 mg, 1 mmol) and 2-hydrazino-6-fluoro-benzothiazole (183 mg, 1 mmol) at 70° C. for 2 h (yield 230 mg, 75%).

Workup

customat 70° C.
customfor 2 h

Sources & evidence

ORD record: ord-bdfc9321f4e84f0a88030e2908f43cb7
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09273039B2

Linked notes

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