Urea → HCID 11647391, compound

HRID 2301514Notes

Reaction equation

HRID 2301514 reaction equation
NC(N)=O.[CH: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])([CH3:7])[CH3:6].[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][CH:5]([CH3:7])[CH3:6])(=[O:11])=[O:10]

Participants

4

Reactant 3

HCID 1176UreaHCID 76833Chlorophenyl isocyanateHCID 18373545HCID 18373545, compound

Product 1

HCID 11647391HCID 11647391, compoundYield 32%

Procedure

Following the general procedure for urea formation outlined in example 15, N-isopropyl-3-amino-6-chloro-2-hydroxybenzenesulfonamide (220 mg, 0.88 mmol) and 2-chlorophenylisocyanate (135 mg, 0.88 mmol) were coupled to form the desired urea (110 mg, 32%). EI-MS m/z417.1 (M-H)−.

Sources & evidence

ORD record
ord-a7a1b2ca854e43459b4d68b37fdddf60
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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