4-Methylphenylhydrazine monohydrochloride → HCID 178426640, compound

HRID 1700154Notes

Reaction equation

HRID 1700154 reaction equation
[OH:1][C:2]1[C:3]([CH3:14])=[C:4]2[C:8](=[CH:9][C:10]=1[CH3:11])[NH:7][C:6](=[O:12])[C:5]2=O.Cl.[CH3:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][NH2:24])=[CH:19][CH:18]=1>>[CH3:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][N:24]=[C:5]2[C:4]3[C:8](=[CH:9][C:10]([CH3:11])=[C:2]([OH:1])[C:3]=3[CH3:14])[NH:7][C:6]2=[O:12])=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 125044-Methylphenylhydrazine monohydrochlorideHCID 21906981HCID 21906981, compound

Product 1

HCID 178426640HCID 178426640, compoundYield 41%

Procedure

1H NMR (DMSO-d6): δ 2.17 (s, 3H), 2.30 (s, 3H), 6.45 (s, 1H), 8.29 (s, 1H), 10.65 (s, 1H); ESI-MS m/z 190 (M−H)−. The isatin was combined with 4-methylphenylhydrazine hydrochloride according to Procedure H to provide the title compound in 41% yield.

Sources & evidence

ORD record
ord-ebf37a534a19434ab62139773d817dc0
Source dataset
uspto-grants-2002_02
Patent number
US06350747B1

Reaction notes

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