2-Methylphenyl isothiocyanate → HCID 23447739, compound

HRID 1840361Notes

Reaction equation

HRID 1840361 reaction equation
NC(N)=S.[CH3:5][N:6]([CH3:19])[S:7]([C:10]1[C:15]([Cl:16])=[CH:14][CH:13]=[C:12]([NH2:17])[C:11]=1[OH:18])(=[O:9])=[O:8].[CH3:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]=[C:28]=[S:29]>>[Cl:16][C:15]1[CH:14]=[CH:13][C:12]([NH:17][C:28]([NH:27][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[CH3:20])=[S:29])=[C:11]([OH:18])[C:10]=1[S:7]([N:6]([CH3:19])[CH3:5])(=[O:9])=[O:8]

Participants

4

Reactant 3

HCID 691952-Methylphenyl isothiocyanateHCID 2723790ThioureaHCID 23447758N,N-Dimethyl-3-amino-6-chloro-2-hydroxybenzenesulfonamide

Product 1

HCID 23447739HCID 23447739, compoundYield 70%

Procedure

Following the general procedure for thiourea formation outlined in example 12, N,N-dimethyl-3-amino-6chloro-2-hydroxybenzenesulfonamide (500 mg, 2 mmol) and 2-methylphenylisothiocyanate (298.4 mg, 2 mmol) were coupled to form the desired thiourea (557 mg, 70%). EI-MS m/z 400.0 (M30 ).

Sources & evidence

ORD record
ord-1850492e0dd04e55b7b2120277932e12
Source dataset
uspto-grants-2004_01
Patent number
US06680317B2

Reaction notes

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