Urea → HCID 11605055, compound

HRID 2301588Notes

Reaction equation

HRID 2301588 reaction equation
NC(N)=O.[CH2:5]([NH:8][S:9]([C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[C:14]([NH2:19])[C:13]=1[OH:20])(=[O:11])=[O:10])[CH2:6][CH3:7].[Br:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]=[C:29]=[O:30]>>[Br:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[NH:28][C:29]([NH:19][C:14]1[CH:15]=[CH:16][C:17]([Cl:18])=[C:12]([S:9]([NH:8][CH2:5][CH2:6][CH3:7])(=[O:11])=[O:10])[C:13]=1[OH:20])=[O:30]

Participants

4

Reactant 3

HCID 1176UreaHCID 1370972-Bromophenyl isocyanateHCID 18373574HCID 18373574, compound

Product 1

HCID 11605055HCID 11605055, compoundYield 46%

Procedure

Following the general procedure for urea formation outlined in example 15, N-propyl-3-amino-6-chloro-2-hydroxybenzenesulfonamide (186 mg, 0.71 mmol) and 2-bromophenylisocyanate (140 mg, 0.71 mmol) were coupled to form the desired urea (149 mg, 46%). LC-MS (m/z) 464.0 (M+).

Sources & evidence

ORD record
ord-4991abc2ec354838933921bca7406873
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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