Urea → HCID 11640023, compound

HRID 2301594Notes

Reaction equation

HRID 2301594 reaction equation
NC(N)=O.[CH2:5]([NH:7][S:8]([C:11]1[C:16]([Cl:17])=[CH:15][CH:14]=[C:13]([NH2:18])[C:12]=1[OH:19])(=[O:10])=[O:9])[CH3:6].[Cl:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]=[C:28]=[O:29]>>[Cl:17][C:16]1[CH:15]=[CH:14][C:13]([NH:18][C:28]([NH:27][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[Cl:20])=[O:29])=[C:12]([OH:19])[C:11]=1[S:8]([NH:7][CH2:5][CH3:6])(=[O:9])=[O:10]

Participants

4

Reactant 3

HCID 1176UreaHCID 76833Chlorophenyl isocyanateHCID 18373492HCID 18373492, compound

Product 1

HCID 11640023HCID 11640023, compoundYield 33.1%

Procedure

Following the general procedure for urea formation outlined in example 15, N-ethyl-3-amino-6-chloro-2-hydroxybenzenesulfonamide (266 mg, 1.06 mmol) and 2-chlorophenylisocyanate (163 mg, 1.06 mmol) were coupled to form the desired urea (142 mg, 33%). LC-MS (m/z) 04.0 (M+).

Sources & evidence

ORD record
ord-4a731c8a5f344074ad65d012099231a9
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

Loading…