Urea → HCID 54136846, compound

HRID 2301574Notes

Reaction equation

HRID 2301574 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].[Cl:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[N:31]=[C:32]=[O:33]>>[Cl:5][C:6]1[CH:12]=[CH:11][C:9]([NH:10][C:32]([NH:31][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[Cl:24])=[O:33])=[C:8]([OH:13])[C:7]=1[S:14]([N:17]1[CH2:18][CH2:19][S:20](=[O:23])[CH2:21][CH2:22]1)(=[O:16])=[O:15]

Participants

4

Reactant 3

HCID 1176UreaHCID 76833Chlorophenyl isocyanateHCID 18373537HCID 18373537, compound

Product 1

HCID 54136846HCID 54136846, compoundYield 43.3%

Procedure

Following the general procedure for urea formation outlined in example 15, 4-chloro-2-hydroxy-3-(1-oxidothiomorpholinosulfonyl)aniline (117 mg, 0.35 mmol) and 2-chlorophenylisocyanate (58 mg, 0.28mmol) were coupled to form the desired urea (58 mg, 35%). LC-MS (m/z) 478.0 (M+).

Sources & evidence

ORD record
ord-cff47732b2b24a99acc2acc751e5b8db
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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