Urea → HCID 11697394, compound

HRID 2301590Notes

Reaction equation

HRID 2301590 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].[Cl:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]=[C:29]=[O:30]>>[Cl:18][C:17]1[CH:16]=[CH:15][C:14]([NH:19][C:29]([NH:28][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[Cl:21])=[O:30])=[C:13]([OH:20])[C:12]=1[S:9]([NH:8][CH2:5][CH2:6][CH3:7])(=[O:11])=[O:10]

Participants

4

Reactant 3

HCID 1176UreaHCID 76833Chlorophenyl isocyanateHCID 18373574HCID 18373574, compound

Product 1

HCID 11697394HCID 11697394, compoundYield 50%

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-chlorophenylisocyanate (108 mg, 0.71 mmol) were coupled to form the desired urea (148 mg, 50%). LC-MS (m/z) 418.2 (M+).

Sources & evidence

ORD record
ord-b9798a833c2e4ed49a3759e2a18c98a0
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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