Ethoxalyl chloride → HCID 44269718, compound

HRID 1607157Notes

Reaction equation

HRID 1607157 reaction equation
[C:1]([C:4]1[CH:23]=[CH:22][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[C:14]([C:20]#[N:21])=[C:15]([CH:17]=[CH:18][CH:19]=2)[NH2:16])=[C:6]([CH2:24][CH2:25][CH3:26])[C:5]=1[OH:27])(=[O:3])[CH3:2].[CH2:28]([O:30][C:31](=[O:35])[C:32](Cl)=[O:33])[CH3:29]>>[CH2:28]([O:30][C:31](=[O:35])[C:32]([NH:16][C:15]1[CH:17]=[CH:18][CH:19]=[C:13]([O:12][CH2:11][CH2:10][CH2:9][O:8][C:7]2[CH:22]=[CH:23][C:4]([C:1](=[O:3])[CH3:2])=[C:5]([OH:27])[C:6]=2[CH2:24][CH2:25][CH3:26])[C:14]=1[C:20]#[N:21])=[O:33])[CH3:29]

Participants

3

Reactant 2

HCID 20884Ethoxalyl chlorideHCID 19851977HCID 19851977, compound

Product 1

HCID 44269718HCID 44269718, compound

Procedure

In a manner analogous to that described in Examples 8 and 9, starting from 3-[3-(4-acetyl-3-hydroxy-2-n-propylphenoxy)-propoxy]-2-cyanoaniline, by reaction with chloro-oxalic acid ethyl ester there is obtained N-{3-[3-(4-acetyl-3-hydroxy-2-n-propylphenoxy)-propoxy]-2-cyanophenyl}-oxamic acid ethyl ester having a melting point of 158°-159°, and, by hydrolysis of that compound, N-{3-[3-(4-acetyl-3-hydroxy-2-n-propylphenoxy)-propoxy]-2-cyanophenyl}-oxamic acid is obtained in the form of the triethanolammonium salt having a melting point of 79°-81°.

Sources & evidence

ORD record
ord-2837a4c032c942a69da37652bd82256d
Source dataset
uspto-grants-1989_09
Patent number
US04863942

Reaction notes

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