Urea → HCID 9891269, compound

HRID 2301510Notes

Reaction equation

NC(N)=O.[CH3:5][O:6][CH2:7][CH2:8][NH:9][S:10]([C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[C:15]([NH2:20])[C:14]=1[OH:21])(=[O:12])=[O:11].[Br:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[N:29]=[C:30]=[O:31]>>[Br:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[NH:29][C:30]([NH:20][C:15]1[CH:16]=[CH:17][C:18]([Cl:19])=[C:13]([S:10]([NH:9][CH2:8][CH2:7][O:6][CH3:5])(=[O:12])=[O:11])[C:14]=1[OH:21])=[O:31]

Participants

Reactant 3

HCID 1176Urea

HCID 1370972-Bromophenyl isocyanate

HCID 11173553HCID 11173553, compound

Product 1

HCID 9891269HCID 9891269, compoundYield 72.7%

Procedure

Following the general procedure for urea formation outlined in example 15, N-(2-methoxyethyl)-3-amino-6-chloro-2-hydroxybenzenesulfonamide (140 mg, 0.50 mmol) and 2-bromophenylisocyanate (119 mg, 0.60 mmol) were coupled to form the desired urea (174 mg, 72%). EI-MS (m/z) 476.0, 478.0, 479.9 (M−).

Sources & evidence

ORD record: ord-99b66e50bcfb486b9f79c0135ba606c5
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06500863B1

Reaction notes

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