Urea → HCID 18373570, compound

HRID 2301627Notes

Reaction equation

HRID 2301627 reaction equation
NC(N)=O.[CH:5]1([NH:10][S:11]([C:14]2[C:19]([Cl:20])=[CH:18][CH:17]=[C:16]([NH2:21])[C:15]=2[OH:22])(=[O:13])=[O:12])[CH2:9][CH2:8][CH2:7][CH2:6]1.[Cl:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[N:30]=[C:31]=[O:32]>>[Cl:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[NH:30][C:31]([NH:21][C:16]1[CH:17]=[CH:18][C:19]([Cl:20])=[C:14]([S:11]([NH:10][CH:5]2[CH2:6][CH2:7][CH2:8][CH2:9]2)(=[O:13])=[O:12])[C:15]=1[OH:22])=[O:32]

Participants

4

Reactant 3

HCID 1176UreaHCID 76833Chlorophenyl isocyanateHCID 53930485HCID 53930485, compound

Product 1

HCID 18373570HCID 18373570, compoundYield 43.3%

Procedure

Following the general procedure for urea formation outlined in example 15, (N-cyclopentyl)-3-amino-6-chloro-2-hydroxybenzenesulfonamide (0. 15 g, 0.52 mmol) and 2-chlorophenylisocyanate (62 μL, 0.52 mmol) were coupled to form the desired urea (0.1 g, 43%). LC-MS n/z 444(M+).

Sources & evidence

ORD record
ord-f6e7944131a24f3e9fd1fd7b4e013c37
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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