3,4-Dichlorobenzaldehyde → [4-(2-Chloro-4-formyl-phenylsulfanyl)-2,5-dimethyl-phenoxy]-acetic acid ethyl ester

HRID 985068Notes

Reaction equation

HRID 985068 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([S:13][C:14]2[CH:19]=[CH:18][C:17]([CH:20]=[O:21])=[CH:16][C:15]=2[Cl:22])=[CH:9][C:8]=1[CH3:23])[CH3:2].[CH2:25](OC(=O)COC1C2CCCCC=2C(S)=CC=1)C.ClC1C=C(C=CC=1Cl)C=O>>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][O:6][C:7]1[CH:12]=[C:11]([CH3:25])[C:10]([S:13][C:14]2[CH:19]=[CH:18][C:17]([CH:20]=[O:21])=[CH:16][C:15]=2[Cl:22])=[CH:9][C:8]=1[CH3:23])[CH3:2]

Participants

4

Reactant 3

HCID 227103,4-DichlorobenzaldehydeHCID 207681164-[(2-Chloro-4-formylphenyl)sulfanyl]-2-methylphenoxy-acetic acid ethyl esterHCID 20768130(4-Mercapto-5,6,7,8-tetrahydro-naphthalen-1-yloxy)-acetic acid ethyl ester

Product 1

HCID 20768115[4-(2-Chloro-4-formyl-phenylsulfanyl)-2,5-dimethyl-phenoxy]-acetic acid ethyl ester

Procedure

The title compound was prepared according to the method described for preparing compound 10.4, using compound 22.3 and 3,4-dichlorobenzaldehyde as the starting materials. 1H NMR (400 MHz) (CDCl3) δ 9.85 (1H, s); 7.82 (1H, d, J=1.7 Hz); 7.49 (1H, dd, J=1.7, 8.2 Hz); 7.36 (1H, s); 6.70 (1H, s); 6.58 (1H, d, J=8.2 Hz); 4.71 (2H, s); 4.31 (2H, q, J=7.1 Hz); 2.31 (3H, s); 2.27 (3H, s); 1.33 (3H, t, J=7.1 Hz).

Sources & evidence

ORD record
ord-dd724e96c2494fa8a44f6b2f0b81c1dd
Source dataset
uspto-grants-2005_03
Patent number
US06869975B2

Reaction notes

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