Urea → HCID 11532225, compound

HRID 2301595Notes

Reaction equation

HRID 2301595 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[C:26]([Cl:27])=[CH:25][CH:24]=[CH:23][C:22]=1[N:28]=[C:29]=[O:30]>>[Cl:17][C:16]1[CH:15]=[CH:14][C:13]([NH:18][C:29]([NH:28][C:22]2[CH:23]=[CH:24][CH:25]=[C:26]([Cl:27])[C:21]=2[Cl:20])=[O:30])=[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 330501,2-Dichloro-3-isocyanatobenzeneHCID 18373492HCID 18373492, compound

Product 1

HCID 11532225HCID 11532225, compoundYield 41.5%

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 2,3-dichlorophenylisocyanate (200 mg, 1.06 mmol) were coupled to form the desired urea (193 mg, 41%). LC-MS (m/z) 440.0 (M+).

Sources & evidence

ORD record
ord-0f731e8618fe42fd91de400bf42a7c73
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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