Urea → HCID 11613392, compound

HRID 2301555Notes

Reaction equation

HRID 2301555 reaction equation
NC(N)=O.[CH3:5][O:6][CH2:7][CH2:8][N:9]([CH2:22][CH2:23][O:24][CH3:25])[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].[Cl:26][C:27]1[C:32]([Cl:33])=[CH:31][CH:30]=[CH:29][C:28]=1[N:34]=[C:35]=[O:36]>>[Cl:19][C:18]1[CH:17]=[CH:16][C:15]([NH:20][C:35]([NH:34][C:28]2[CH:29]=[CH:30][CH:31]=[C:32]([Cl:33])[C:27]=2[Cl:26])=[O:36])=[C:14]([OH:21])[C:13]=1[S:10]([N:9]([CH2:8][CH2:7][O:6][CH3:5])[CH2:22][CH2:23][O:24][CH3:25])(=[O:11])=[O:12]

Participants

4

Reactant 3

HCID 1176UreaHCID 330501,2-Dichloro-3-isocyanatobenzeneHCID 18373428HCID 18373428, compound

Product 1

HCID 11613392HCID 11613392, compoundYield 87%

Procedure

Following the general procedure for urea formation outlined in example 15, N,N-di-(2-methoxyethyl)-3-amino-6-chloro-2-hydroxybenzenesulfonamide (40 mg, 0.12 mmol) and 2,3-dichlorophenylisocyanate (22mg, 0.12 mmol) were coupled to form the desired urea (55 mg, 87%). 1H NMR (MeOD-d4): 8δ 8.27 (m, 1H), 8.03 (m, 1H), 7.23 (m, 2H), 7.03 (m, 1H), 3.61 (m, 4H), 3.45 (m, 4H), 3.23 (s, 6H).

Sources & evidence

ORD record
ord-3ef09484ce354b04b179a751dadfa4c9
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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