tert-Butylhydrazine monohydrochloride → 1-tert-Butyl-5-(4-nitrophenyl)-1H-pyrazole

HRID 1180891Notes

Reaction equation

HRID 1180891 reaction equation
CC(C([N:9]1[CH:13]=[C:12](B2OC(C)(C)C(C)(C)O2)[C:11]([C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=2)=[N:10]1)C([O-])=O)(C)C.Cl.[C:33](NN)([CH3:36])([CH3:35])[CH3:34]>>[CH3:34][C:33]([N:10]1[C:11]([C:23]2[CH:24]=[CH:25][C:26]([N+:29]([O-:31])=[O:30])=[CH:27][CH:28]=2)=[CH:12][CH:13]=[N:9]1)([CH3:36])[CH3:35]

Participants

3

Reactant 2

HCID 81889tert-Butylhydrazine monohydrochlorideHCID 69001014HCID 69001014, compound

Product 1

HCID 534855271-tert-Butyl-5-(4-nitrophenyl)-1H-pyrazole

Procedure

Following the procedure described for Intermediate 1 with t-butylhydrazine hydrochloride, provided the title compound as the major isomer (80%). ESMS (M−C(CH3)3+2H): 190.0; 1HNMR (400 MHz, d6-DMSO)8.32 (d, 2H), 7.7 (d, 2H), 7.48(d, 1H), 6.25 (d, 1H), 1.42 (s, 9H)

Sources & evidence

ORD record
ord-85184201de9e4afd866f41513f73a6d0
Source dataset
uspto-grants-2007_10
Patent number
US07282588B2

Reaction notes

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