Water → 5-acetamido-3-methyl-1-(O-tosyl-3-nitro-benzohydroximoyl)-pyrazole

HRID 1742064Notes

Reaction equation

[NH2:1][C:2]1[N:6]([C:7](=[N:17][O:18][S:19]([C:22]2[CH:28]=[CH:27][C:25]([CH3:26])=[CH:24][CH:23]=2)(=[O:21])=[O:20])[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=2)[N:5]=[C:4]([CH3:29])[CH:3]=1.O.[CH3:31][C:32](OC(C)=O)=[O:33]>>[C:32]([NH:1][C:2]1[N:6]([C:7](=[N:17][O:18][S:19]([C:22]2[CH:23]=[CH:24][C:25]([CH3:26])=[CH:27][CH:28]=2)(=[O:21])=[O:20])[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=2)[N:5]=[C:4]([CH3:29])[CH:3]=1)(=[O:33])[CH3:31]

Participants

Reactant 3

HCID 962Water

HCID 7918Acetic Anhydride

HCID 735084195-amino-3-methyl-1-(O-tosyl-3-nitrobenzohydroximoyl)-pyrazole

Product 1

HCID 735084175-acetamido-3-methyl-1-(O-tosyl-3-nitro-benzohydroximoyl)-pyrazoleYield 86%

Procedure

2 g (4.8 mmol) of 5-amino-3-methyl-1-(O-tosyl-3-nitrobenzohydroximoyl)-pyrazole are heated for 5 minutes under reflux in 5 ml of acetanhydride. This is then cooled down and hydrolysed with water. The solid mass which forms after a little while is separated off, washed with water, dried in the air and recrystallised from acetonitrile. 1.9 g (86%) of 5-acetamido-3-methyl-1-(O-tosyl-3-nitrobenzohydroximoyl)-pyrazole with a m. pt. of 208°-212° C. (decomp.) are obtained.

Workup

customis separated off
washwashed with water
customdried in the air
customrecrystallised from acetonitrile

Sources & evidence

ORD record: ord-1c88fa3122674f0d812978f424cb456e
Source dataset: uspto-grants-1994_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05336780

Reaction notes

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