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

HRID 575512Notes

Reaction equation

HRID 575512 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-721eab79931449c5b0ad9756cbec28c9
Source dataset
uspto-grants-2015_05
Patent number
US09035042B2

Reaction notes

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