Urea → HCID 69824713, compound

HRID 2301650Notes

Reaction equation

HRID 2301650 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].[Cl:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[N:32]=[C:33]=[O:34]>>[Cl:5][C:6]1[CH:12]=[CH:11][C:9]([NH:10][C:33]([NH:32][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[Cl:25])=[O:34])=[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]

Participants

4

Reactant 3

HCID 1176UreaHCID 76833Chlorophenyl isocyanateHCID 18373472HCID 18373472, compound

Product 1

HCID 69824713HCID 69824713, compoundYield 325.9%

Procedure

Following the general procedure for urea formation outlined in example 15, 4-chloro-3-(1,1-dioxidothiomorpholinosulfonyl)-2-hydroxyaniline (62 mg, 0.018 mmol) and 2-chlorophenylisocyanate (34 mg, 0.22 mmol) were coupled to form the desired urea (29 mg, 32%). LC-MS (m/z) 496.0 (M+).

Sources & evidence

ORD record
ord-206ed3792ba64727bc8d0e0b106b3ab8
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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