1-Mercapto-2-propanol → 2-nitro-4-amino-5-(beta-hydroxypropyl)thio-N-(methyl)aniline

HRID 1597711Notes

Reaction equation

HRID 1597711 reaction equation
[N+:1]([C:4]1[CH:11]=[C:10]([NH2:12])[C:9](Cl)=[CH:8][C:5]=1[NH:6][CH3:7])([O-:3])=[O:2].[SH:14][CH2:15][CH:16]([OH:18])[CH3:17]>>[N+:1]([C:4]1[CH:11]=[C:10]([NH2:12])[C:9]([S:14][CH2:15][CH:16]([OH:18])[CH3:17])=[CH:8][C:5]=1[NH:6][CH3:7])([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 1025451-Mercapto-2-propanolHCID 537934652-nitro-4-amino-5-chloro-N-(methyl)aniline

Product 1

HCID 152951722-nitro-4-amino-5-(beta-hydroxypropyl)thio-N-(methyl)anilineYield 97.5%

Procedure

11.5 g (0.057 mol) of 2-nitro-4-amino-5-chloro-N-(methyl)aniline and 7.8 g (0.085 mol) of 1-mercaptopropan-2-ol were used as the starting materials to give dark brown crystals (14.3 g) melting at 152° C. (recrystallization from 96° ethanol), whose elemental analysis calculated for C10H15N3O3S was:

Sources & evidence

ORD record
ord-e280898331194ae7a675ff3add3fde0a
Source dataset
uspto-grants-1998_04
Patent number
US05735910

Reaction notes

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