Nitric Acid → 1-Methoxycarbonyl-3-(2-aminophenyl)thiourea toluene-p-sulphonate

HRID 1415623Notes

Reaction equation

HRID 1415623 reaction equation
[N+:1]([O-:4])([OH:3])=[O:2].[C:5]1([CH3:15])[CH:10]=[CH:9][C:8]([S:11]([OH:14])(=[O:13])=[O:12])=[CH:7][CH:6]=1.Cl.[CH3:17][O:18][C:19]([NH:21][C:22]([NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[NH2:31])=[S:23])=[O:20]>>[N+:1]([O-:4])([OH:3])=[O:2].[CH3:17][O:18][C:19]([NH:21][C:22]([NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[NH2:31])=[S:23])=[O:20].[C:5]1([CH3:15])[CH:6]=[CH:7][C:8]([S:11]([OH:14])(=[O:12])=[O:13])=[CH:9][CH:10]=1.[CH3:17][O:18][C:19]([NH:21][C:22]([NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[NH2:31])=[S:23])=[O:20]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 6101p-Toluenesulfonic acidHCID 21483068HCID 21483068, compound

Product 2

HCID 214830771-Methoxycarbonyl-3-(2-aminophenyl)thiourea toluene-p-sulphonateHCID 867344521-Methoxycarbonyl-3-(2-aminophenyl)thiourea nitrate

Procedure

By proceeding in a similar manner but substituting an equimolecular quantity of nitric acid and toluene-p-sulphonic acid for the hydrochloric acid, there were obtained 1-methoxycarbonyl-3-(2-aminophenyl)thiourea nitrate, m.p. 158°-159° C. (with decomposition), and 1-methoxycarbonyl-3-(2-aminophenyl)thiourea toluene-p-sulphonate, m.p. 175°-176° C. (with decomposition), respectively.

Sources & evidence

ORD record
ord-28330a79366a44438033aac810be552d
Source dataset
uspto-grants-1977_01
Patent number
US04005217

Reaction notes

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