Urea → HCID 18373446, compound

HRID 2301649Notes

Reaction equation

HRID 2301649 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:24])(=[O:23])[CH2:19][CH2:18]1)(=[O:16])=[O:15].[Br:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[N:32]=[C:33]=[O:34]>>[Br:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[NH:32][C:33]([NH:10][C:9]1[CH:11]=[CH:12][C:6]([Cl:5])=[C:7]([S:14]([N:17]2[CH2:22][CH2:21][S:20](=[O:24])(=[O:23])[CH2:19][CH2:18]2)(=[O:16])=[O:15])[C:8]=1[OH:13])=[O:34]

Participants

4

Reactant 3

HCID 1176UreaHCID 1370972-Bromophenyl isocyanateHCID 18373472HCID 18373472, compound

Product 1

HCID 18373446HCID 18373446, compoundYield 29%

Procedure

Following the general procedure for urea formation outlined in example 15, 4-chloro-3-(1,1-dioxidothiomorpholinosulfonyl)-2-hydroxyaniline (62 mg, 0.18 mmol) and 2-bromophenylisocyanate (44 mg, 0.22 mmol) were coupled to form the desired urea (28 mg, 29%). LC-MS (m/z) 539.8 (M+).

Sources & evidence

ORD record
ord-a7097f57b78c433e900fafc3648da241
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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