Urea → HCID 11518626, compound

HRID 2301527Notes

Reaction equation

HRID 2301527 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][O: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[CH2:18][CH2:19][O:20][CH2:21][CH2:22]1)(=[O:15])=[O:16]

Participants

4

Reactant 3

HCID 1176UreaHCID 330501,2-Dichloro-3-isocyanatobenzeneHCID 18373556HCID 18373556, compound

Product 1

HCID 11518626HCID 11518626, compoundYield 52%

Procedure

Following the general procedure for urea formation outlined in example 15, 4-chloro-2-hydroxy-3-(4-morpholinylsulfonyl)aniline (90 mg, 0.31 mmol) and 2,3-dichlorophenylisocyanate (70 μL, 0.37 mmnol) were coupled to form the desired urea (77 mg, 52%). EI-MS (m/z) 477.68, 479.72, 481.63 (M−).

Sources & evidence

ORD record
ord-48859d9ad9f544ca9b1da22e23eea743
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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