Urea → HCID 9914720, compound

HRID 2301573Notes

Reaction equation

HRID 2301573 reaction equation
NC(N)=O.[Cl:5][C:6]1[CH:12]=[CH:11][C:9]([NH2:10])=[C:8]([OH:13])[C:7]=1[S:14]([N:17]1[CH2:22][CH2:21][S:20](=[O:23])[CH2:19][CH2:18]1)(=[O:16])=[O:15].[Br:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[N:31]=[C:32]=[O:33]>>[Br:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[NH:31][C:32]([NH:10][C:9]1[CH:11]=[CH:12][C:6]([Cl:5])=[C:7]([S:14]([N:17]2[CH2:18][CH2:19][S:20](=[O:23])[CH2:21][CH2:22]2)(=[O:16])=[O:15])[C:8]=1[OH:13])=[O:33]

Participants

4

Reactant 3

HCID 1176UreaHCID 1370972-Bromophenyl isocyanateHCID 18373537HCID 18373537, compound

Product 1

HCID 9914720HCID 9914720, compoundYield 46%

Procedure

Following the general procedure for urea formation outlined in example 15, 4-chloro-2-hydroxy-3-(1-oxidothiomorpholinosulfonyl)aniline (88 mg, 0.27 mmol) and 2-bromophenylisocyanate (65 mg, 0.33 mmol) were coupled to form the desired urea (65 mg, 46%). LC-MS (m/z) 524.2 (M+).

Sources & evidence

ORD record
ord-8bb30385193c4eaba5b3d9ed1a7d3bcf
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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