Urea → HCID 11648953, compound

HRID 2301565Notes

Reaction equation

HRID 2301565 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][CH2:19][CH2:18]1)(=[O:16])=[O:15].[Cl:23][C:24]1[C:29]([Cl:30])=[CH:28][CH:27]=[CH:26][C:25]=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:25]2[CH:26]=[CH:27][CH:28]=[C:29]([Cl:30])[C:24]=2[Cl:23])=[O:33])=[C:8]([OH:13])[C:7]=1[S:14]([N:17]1[CH2:22][CH2:21][S:20][CH2:19][CH2:18]1)(=[O:15])=[O:16]

Participants

4

Reactant 3

HCID 1176UreaHCID 330501,2-Dichloro-3-isocyanatobenzeneHCID 18373498HCID 18373498, compound

Product 1

HCID 11648953HCID 11648953, compoundYield 28%

Procedure

Following the general procedure for urea formation outlined in example 15, 4-chloro-2-hydroxy-3-(4-thiomorpholinylsufonyl)aniline (120 mg, 0.36 mmol) and 2,3-dichlorophenylisocyanate(68 mg, 0.36 mmol) were coupled to form the desired urea (50 mg, 28%). 1H NMR (MeOD-d4): δ 8.31 (m, 1H), 8.05 (m, 1H), 7.26 (m, 2H), 7.08 (m, 1H), 3.61 (m, 4H), 2.69 (m, 4H).

Sources & evidence

ORD record
ord-9dae504f83de4ffbb94de9e671aa8272
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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