Urea → HCID 69824934, compound

HRID 2301604Notes

Reaction equation

HRID 2301604 reaction equation
NC(N)=O.[CH2:5]([O:12][CH2:13][CH2:14][NH:15][S:16]([C:19]1[C:24]([Cl:25])=[CH:23][CH:22]=[C:21]([NH2:26])[C:20]=1[OH:27])(=[O:18])=[O:17])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[Cl:28][C:29]1[C:34]([Cl:35])=[CH:33][CH:32]=[CH:31][C:30]=1[N:36]=[C:37]=[O:38]>>[CH2:5]([O:12][CH2:13][CH2:14][NH:15][S:16]([C:19]1[C:20]([OH:27])=[C:21]([NH:26][C:37]([NH:36][C:30]2[CH:31]=[CH:32][CH:33]=[C:34]([Cl:35])[C:29]=2[Cl:28])=[O:38])[CH:22]=[CH:23][C:24]=1[Cl:25])(=[O:18])=[O:17])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 3

HCID 1176UreaHCID 330501,2-Dichloro-3-isocyanatobenzeneHCID 17927799HCID 17927799, compound

Product 1

HCID 69824934HCID 69824934, compoundYield 75%

Procedure

Following the general procedure for urea formation outlined in example 15, N-(2-benzyloxyethyl)-3-amino-6-chloro-2-hydroxybenzenesulfonamide (119 mg, 0.33 mmol) and 2,3-dichlorophenylisocyanate (44 mg, 0.23 mmol) were coupled to form the desired urea (94 mg, 75%). LC-MS (m/z) 546.0 (M+).

Sources & evidence

ORD record
ord-94a2c6dde4854a3cb5b550462d231dbf
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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