Urea → HCID 11676032, compound

HRID 2301578Notes

Reaction equation

HRID 2301578 reaction equation
NC(N)=O.[N:5]1([S:9]([C:12]2[C:13]([OH:20])=[C:14]([CH:16]=[CH:17][C:18]=2[Cl:19])[NH2:15])(=[O:11])=[O:10])[CH2:8][CH2:7][CH2:6]1.[Cl:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]=[C:29]=[O:30]>>[N:5]1([S:9]([C:12]2[C:13]([OH:20])=[C:14]([NH:15][C:29]([NH:28][C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[Cl:21])=[O:30])[CH:16]=[CH:17][C:18]=2[Cl:19])(=[O:11])=[O:10])[CH2:8][CH2:7][CH2:6]1

Participants

4

Reactant 3

HCID 1176UreaHCID 76833Chlorophenyl isocyanateHCID 18373528HCID 18373528, compound

Product 1

HCID 11676032HCID 11676032, compoundYield 54%

Procedure

Following the general procedure for urea formation outlined in example 15, 3-(azetidin- 1 -yl)sulfonyl-4-chloro-2-hydroxyaniline (235 mg, 0.9 mmol) and 2-chlorophenylisocyanate (1 34 mg, 0.9 mmol) were coupled to form the desired urea (200 mg, 54%). LC-MS 416.0 (M+).

Sources & evidence

ORD record
ord-29e2ec52748b472f93267b2ce4b8e82d
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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