Phosphorus pentachloride → (1-Ethyl-7-methoxy-2,2-dimethyl-1,2-dihydroquinol-4-yl)-methanesulfonic acid chloride

HRID 1914994Notes

Reaction equation

HRID 1914994 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([CH2:13][S:14]([Cl:17])(=[O:16])=[O:15])=[CH:5][C:4]1([CH3:19])[CH3:18])[CH3:2].C(N1C2C(=CC=[C:29]([O:32]C)C=2)C(CS(O)(=O)=O)=CC1(C)C)C.P(Cl)(Cl)(Cl)(Cl)Cl>C1C=CC=CC=1>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:32][CH3:29])[CH:11]=2)[C:6]([CH2:13][S:14]([Cl:17])(=[O:16])=[O:15])=[CH:5][C:4]1([CH3:18])[CH3:19])[CH3:2]

Participants

5

Reactant 3

HCID 24819Phosphorus pentachlorideHCID 12138182(1-Ethyl-2,2-dimethyl-1,2-dihydroquinol-4-yl)-methanesulfonic acid chlorideHCID 12138189(1-Ethyl-7-methoxy-2,2-dimethyl-1,2-dihydroquinol-4-yl)-methanesulfonic acid

Product 1

HCID 12138190(1-Ethyl-7-methoxy-2,2-dimethyl-1,2-dihydroquinol-4-yl)-methanesulfonic acid chlorideYield 73%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

(1-Ethyl-7-methoxy-2,2-dimethyl-1,2-dihydroquinol-4-yl)-methanesulfonic acid chloride (16) is prepared similarly to compound (9) from compound (15) and phosphorus pentachloride in dry benzene. The acid chloride that is obtained is immediately used for further reaction.

Sources & evidence

ORD record
ord-37bd0ec4612246d6abbed01f9b4f61f0
Source dataset
uspto-grants-2013_12
Patent number
US08614317B2

Reaction notes

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