Ethoxzolamide → HCID 86595790, compound

HRID 2181103Notes

Reaction equation

HRID 2181103 reaction equation
CC1(C)[O:6][C:5](=[CH:7][C:8]([N:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[O:11][CH3:12])=[O:9])[C:4](=[O:21])O1.[CH2:23]([O:25][C:26]1[CH:38]=[CH:37][C:29]2[N:30]=[C:31]([S:33]([NH2:36])(=[O:35])=[O:34])[S:32][C:28]=2[CH:27]=1)[CH3:24]>>[F:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][N:10]([O:11][CH3:12])[C:8](=[O:9])[CH:7]=[C:5]([OH:6])[C:4]([NH:36][S:33]([C:31]2[S:32][C:28]3[CH:27]=[C:26]([O:25][CH2:23][CH3:24])[CH:38]=[CH:37][C:29]=3[N:30]=2)(=[O:34])=[O:35])=[O:21])=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 3295EthoxzolamideHCID 730332332-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(4-fluoro-benzyl)-N-methoxy-acetamide

Product 1

HCID 86595790HCID 86595790, compound

Procedure

2-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(4-fluoro-benzyl)-N-methoxy-acetamide was treated with 6-ethoxy-benzothiazole-2-sulfonic acid amide as described in the preparation of compound 1 to yield the title compound. 1H NMR (500 MHz, CDCl3) δ: 1.47 (t, 3, J=7), 3.62 (s, 3), 4.10 (q, 2, J=7), 4.75 (s, 2), 6.45 (s, 1), 7.02 (m, 2), 7.33-7.18 (overlapping m, 4), 8.05 (m, 1). 13C NMR (125 MHz, CDCl3) δ: 14.69, 48.31, 63.18, 64.48, 92.87, 103.88, 115.69, 115.86, 118.94, 126.40, 130.24, 130.30, 131.00, 139.50, 146.56, 158.71, 159.16, 159.36, 159.59, 161.69, 163.65, 170.75.

Sources & evidence

ORD record
ord-878ce214b3364a828c7fabcc4f3dc6dd
Source dataset
uspto-grants-2005_05
Patent number
US06890942B2

Reaction notes

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