Urea → HCID 11582877, compound

HRID 2301509Notes

Reaction equation

HRID 2301509 reaction equation
NC(N)=O.[NH2:5][C:6]1[C:7]([OH:17])=[C:8]([S:13]([NH2:16])(=[O:15])=[O:14])[C:9]([Cl:12])=[CH:10][CH:11]=1.[O:18]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[N:31]=[C:32]=[O:33])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([NH:5][C:32]([NH:31][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:33])=[C:7]([OH:17])[C:8]=1[S:13]([NH2:16])(=[O:15])=[O:14]

Participants

4

Reactant 3

HCID 1176UreaHCID 27333891-Isocyanato-2-phenoxybenzeneHCID 113680593-Amino-6-chloro-2-hydroxy-benzenesulfonamide

Product 1

HCID 11582877HCID 11582877, compoundYield 52.5%

Procedure

Following the general procedure for urea formation outlined in example 12, 3-amino-6-chloro-2-hydroxybenzenesulfonamide (40 mg, 0.18 mmol) and 2-phenoxyphenylisocyanate (46 mg, 0.22 mmol) were coupled to form the desired urea (41 mg, 52%). 1H NMR (DMSO-d4): δ 10.69 (s, 1H), 9.25 (2, 1H), 9.11 (s, 1H), 8.18 (m, 4H), 7.41 (m, 2H), 7.04 (m, 8H), 6.84 (d, 1H).

Sources & evidence

ORD record
ord-60184e575d0a49bc8f4dee1ea2fb7631
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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