Urea → HCID 11554207, compound

HRID 2301584Notes

Reaction equation

HRID 2301584 reaction equation
NC(N)=O.[CH:5]1([NH:8][S:9]([C:12]2[C:17]([Cl:18])=[CH:16][CH:15]=[C:14]([NH2:19])[C:13]=2[OH:20])(=[O:11])=[O:10])[CH2:7][CH2:6]1.[Cl:21][C:22]1[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=1[N:29]=[C:30]=[O:31]>>[Cl:18][C:17]1[CH:16]=[CH:15][C:14]([NH:19][C:30]([NH:29][C:23]2[CH:24]=[CH:25][CH:26]=[C:27]([Cl:28])[C:22]=2[Cl:21])=[O:31])=[C:13]([OH:20])[C:12]=1[S:9]([NH:8][CH:5]1[CH2:7][CH2:6]1)(=[O:11])=[O:10]

Participants

4

Reactant 3

HCID 1176UreaHCID 330501,2-Dichloro-3-isocyanatobenzeneHCID 18373462HCID 18373462, compound

Product 1

HCID 11554207HCID 11554207, compoundYield 46.5%

Procedure

Following the general procedure for urea formation outlined in example 15, N-cyclopropyl -3-amino-6-chloro-2-hydroxybenzenesulfonamide (220 mg, 0.84 mmol) and 2,3-dichlorophenylisocyanate (190 mg, 1/01 mmol) were coupled to form the desired urea (176 mg, 46%). LC-MS (m/z) 452.0 (M+).

Sources & evidence

ORD record
ord-1b04a075c909495facdec8f8289c89c9
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

Loading…