Urea → HCID 18373567, compound

HRID 2301626Notes

Reaction equation

HRID 2301626 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[C:29]([Cl:30])=[CH:28][CH:27]=[CH:26][C:25]=1[N:31]=[C:32]=[O:33]>>[Cl:20][C:19]1[CH:18]=[CH:17][C:16]([NH:21][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:15]([OH:22])[C:14]=1[S:11]([NH:10][CH:5]1[CH2:6][CH2:7][CH2:8][CH2:9]1)(=[O:13])=[O:12]

Participants

4

Reactant 3

HCID 1176UreaHCID 330501,2-Dichloro-3-isocyanatobenzeneHCID 53930485HCID 53930485, compound

Product 1

HCID 18373567HCID 18373567, compoundYield 40.2%

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 2,3-dichlorophenylisocyanate(68 μL, 0.52 mmol) were coupled to form the desired urea (0.10 g, 40%). LC-MS m/z 478(M+).

Sources & evidence

ORD record
ord-829b94264185465b9fcc8c82818e6c1f
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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