Hydrazine hydrate (1:1) → HCID 60164001, compound

HRID 513583Notes

Reaction equation

HRID 513583 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([NH:13][S:14]([C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][C:18]=3[N+:27]([O-])=O)(=[O:16])=[O:15])[CH:12]=1)[N:9]=[CH:8][CH:7]=[CH:6]2.O.NN>[Ni]>[NH2:27][C:18]1[CH:19]=[C:20]([C:23]([F:25])([F:24])[F:26])[CH:21]=[CH:22][C:17]=1[S:14]([NH:13][C:11]1[CH:12]=[C:3]([O:2][CH3:1])[CH:4]=[C:5]2[C:10]=1[N:9]=[CH:8][CH:7]=[CH:6]2)(=[O:15])=[O:16]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68183035HCID 68183035, compound2×

Product 1

HCID 60164001HCID 60164001, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

In a similar fashion using route 6 general procedure 14, N-(6-methoxyquinolin-8-yl)-2-nitro-4-(trifluoromethyl)benzenesulfonamide (Intermediate 154) (200 mg, 0.47 mmol), Raney nickel (40 mg, 20% wt), hydrazine hydrate (70 μl, 1.41 mmol) gave the title compound (110 mg, 59%) after purification by column chromatography with DCM as the eluent.

Sources & evidence

ORD record
ord-9d784d14f29c463c929a843ff7a60af7
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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