4-(2-bromoethoxy)benzenesulfonamide → HCID 18971444, compound

HRID 2395310Notes

Reaction equation

HRID 2395310 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[C:4]([NH:13][C:14]([O:16]C2C=CC=CC=2)=O)[CH:3]=1.[Br:23][CH2:24][CH2:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([S:33]([NH2:36])(=[O:35])=[O:34])=[CH:29][CH:28]=1>>[Br:23][CH2:24][CH2:25][O:26][C:27]1[CH:28]=[CH:29][C:30]([S:33]([NH:36][C:14]([NH:13][C:4]2[CH:3]=[C:2]([Cl:1])[CH:12]=[CH:11][C:5]=2[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[O:16])(=[O:35])=[O:34])=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 49628014-(2-bromoethoxy)benzenesulfonamideHCID 22347443HCID 22347443, compound

Product 1

HCID 18971444HCID 18971444, compound

Procedure

As the starting substances, ethyl 4-chloro-2-phenoxycarbonylaminobenzoate and 4-(2-bromoethyloxy) benzenesulfonamide were used and the same method was applied as in Example 36 to obtain N-[4-(2-bromoethyloxy)benzenesulfonyl]-N'-(2-ethyloxycarbonyl-5-chlorophenyl)urea and further to obtain from 760 mg (1.50 mmol) of N-[4-(2-bromoethyloxy)benzenesulfonyl]-N'-(2-carboxyl-5-chlorophenyl)urea 320 mg of the above-identified compound (yield 46.4%). Properties: colorless crystal, Melting point: >200° C. (decomposition), PMR (δppm, DMSO-d6):3.82 (2H,t), 4.46 (2H,t), 7.12 (1H,s), 7.12-7.23 (3H,m), 7.85 (1H,d), 8.11 (2H,d), 11.59 (1H,s).

Sources & evidence

ORD record
ord-d07fe62c1d6848b0b1a64b17d4a25f84
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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