Thiourea → HCID 23447801, compound

HRID 1840370Notes

Reaction equation

HRID 1840370 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].[F: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[F: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 27583301,2-difluoro-3-isothiocyanatobenzeneHCID 23447758N,N-Dimethyl-3-amino-6-chloro-2-hydroxybenzenesulfonamide

Product 1

HCID 23447801HCID 23447801, compoundYield 55.3%

Procedure

Following the general procedure for thiourea formation outlined in example 12, N,N-dimethyl-3-amino-6-chloro-2-hydroxybenzenesulfonamide (500 mg, 2 mmol) and 2,3-difluorophenylisothiocyanate (342 mg, 2 mmol) were coupled to form the desired thiourea (467 mg, 54%). EI-MS m/z 422.2 (M+).

Sources & evidence

ORD record
ord-45f04ecd6e5c4eb79a6fafb2613cd31c
Source dataset
uspto-grants-2004_01
Patent number
US06680317B2

Reaction notes

Loading…