4-[2-(Morpholin-4-yl)ethoxy]benzene-1-sulfonamide → HCID 18971384, compound

HRID 2395309Notes

Reaction equation

HRID 2395309 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.[O:23]1[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][O:31][C:32]2[CH:37]=[CH:36][C:35]([S:38]([NH2:41])(=[O:40])=[O:39])=[CH:34][CH:33]=2)[CH2:25][CH2:24]1>>[O:23]1[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][O:31][C:32]2[CH:33]=[CH:34][C:35]([S:38]([NH:41][C:14]([NH:13][C:4]3[CH:3]=[C:2]([Cl:1])[CH:12]=[CH:11][C:5]=3[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[O:16])(=[O:40])=[O:39])=[CH:36][CH:37]=2)[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 189714524-[2-(Morpholin-4-yl)ethoxy]benzene-1-sulfonamideHCID 22347443HCID 22347443, compound

Product 1

HCID 18971384HCID 18971384, compound

Procedure

As the starting substances, ethyl 4-chloro-2-phenoxycarbonylaminobenzoate and 4-(2-morpholinoethyloxy)benzenesulfonamide were used and the same method was applied as in Example 36 to obtain N-[4-(2-morpholinoethyloxy)benzenesulfonyl]-N'-(2-ethyloxycarbonyl-5-chlorophenyl)urea and further to obtain from 500 mg (0.98 mmol) of N-[4-(2-morpholinoethyloxy)benzenesulfonyl)-N'-(2-carboxyl-5-chlorophenyl)urea 120 mg of the above-identified compound (yield 27.2%). Properties: colorless crystal, Melting point: >200° C. (decomposition), PMR (δppm, DMSO-d6):2.48 (4H,t), 2.73 (2H,t), 3.57 (4H,t), 4.22 (2H,t), 7.12 (1H,s), 7.20 (3H,t), 7.85 (1H,d), 8.09 (2H,d), 11.56 (1H,br).

Sources & evidence

ORD record
ord-14bdc15d5abb4a818ceb95af39340395
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

Loading…