Thiourea → HCID 23447736, compound

HRID 1840381Notes

Reaction equation

HRID 1840381 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].[Cl:20][C:21]1[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:22]=1[N:28]=[C:29]=[S:30]>>[Cl:16][C:15]1[CH:14]=[CH:13][C:12]([NH:17][C:29]([NH:28][C:22]2[CH:23]=[CH:24][CH:25]=[C:26]([F:27])[C:21]=2[Cl:20])=[S:30])=[C:11]([OH:18])[C:10]=1[S:7]([N:6]([CH3:19])[CH3:5])(=[O:9])=[O:8]

Participants

4

Reactant 3

HCID 2723790ThioureaHCID 23447758N,N-Dimethyl-3-amino-6-chloro-2-hydroxybenzenesulfonamideHCID 23447830HCID 23447830, compound

Product 1

HCID 23447736HCID 23447736, compoundYield 71.1%

Procedure

Following the general procedure for thiourea formation outlined in example 12, N,N-dimethyl-3-amino-6-chloro-2-hydroxybenzenesulfonamide (500 mg, 2.0 mmol) and 2chloro-3-fluorophenylisothiocyanate (374 mg, 2.0 mmol) were coupled to form the desired thiourea (623 mg, 71%). LC-MS m/z 438.2 (M+).

Sources & evidence

ORD record
ord-b8a8042ed58244f0b967a8a6e4336b86
Source dataset
uspto-grants-2004_01
Patent number
US06680317B2

Reaction notes

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