Urea → HCID 11662688, compound

HRID 2301609Notes

Reaction equation

HRID 2301609 reaction equation
NC(N)=O.[NH2:5][C:6]1[C:7]([OH:21])=[C:8]([S:13]([NH:16][CH2:17][CH:18]2[CH2:20][CH2:19]2)(=[O:15])=[O:14])[C:9]([Cl:12])=[CH:10][CH:11]=1.[Cl:22][C:23]1[C:28]([Cl:29])=[CH:27][CH:26]=[CH:25][C:24]=1[N:30]=[C:31]=[O:32]>>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([NH:5][C:31]([NH:30][C:24]2[CH:25]=[CH:26][CH:27]=[C:28]([Cl:29])[C:23]=2[Cl:22])=[O:32])=[C:7]([OH:21])[C:8]=1[S:13]([NH:16][CH2:17][CH:18]1[CH2:20][CH2:19]1)(=[O:14])=[O:15]

Participants

4

Reactant 3

HCID 1176UreaHCID 330501,2-Dichloro-3-isocyanatobenzeneHCID 18373511HCID 18373511, compound

Product 1

HCID 11662688HCID 11662688, compoundYield 53.8%

Procedure

Following the general procedure for urea formation outlined in example 15, 3-amino-6-chloro-N-cyclopropylmethyl-2-hydroxybenzenesulfonamide (0.23 g, 0.77mmol) and 2,3-dichlorophenylisocyanate (100 μL, 0.76 mmol) were coupled to form the desired urea (0.19 g, 53%). LC-MS m/z 464 (M+).

Sources & evidence

ORD record
ord-a13684a1c844401da5e3cf9f24cccb32
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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