Urea → HCID 11719404, compound

HRID 2301589Notes

Reaction equation

HRID 2301589 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[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=1[N:29]=[C:30]=[O:31]>>[Cl:18][C:17]1[CH:16]=[CH:15][C:14]([NH:19][C:30]([NH:29][C:23]2[CH:24]=[CH:25][CH:26]=[C:27]([Cl:28])[C:22]=2[Cl:21])=[O:31])=[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 330501,2-Dichloro-3-isocyanatobenzeneHCID 18373574HCID 18373574, compound

Product 1

HCID 11719404HCID 11719404, compoundYield 81%

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 2,3-dichlorophenylisocyanate (133 mg, 0.71 mmol) were coupled to form the desired urea (259 mg, 81%). LC-MS (m/z) 452.0 (M+).

Sources & evidence

ORD record
ord-bee663c2e5924684a67a25dbd6c94ec0
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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