Methanol → HCID 12085096, compound

HRID 2083998Notes

Reaction equation

[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([S:16]([N:19]3[C@@H:28]([C:29]([OH:31])=[O:30])[CH2:27][C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH2:20]3)(=[O:18])=[O:17])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].S(Cl)(Cl)=O.[CH3:36]O>>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]([S:16]([N:19]3[C@@H:28]([C:29]([O:31][CH3:36])=[O:30])[CH2:27][C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH2:20]3)(=[O:17])=[O:18])=[CH:14][CH:15]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

Reactant 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 12085095HCID 12085095, compound

Product 1

HCID 12085096HCID 12085096, compound

Conditions

Temperature: 50 °C

Procedure

77.5 g (177 mmol) of the carboxylic acid prepared in stage 1 were added in portions to a solution of 65 ml of thionyl chloride (885 mmol) in 800 ml of methanol at a temperature of −15° C. to −10° C. The mixture was then stirred at 25° C. for 1 hour and at 50° C. for 1 hour.

Sources & evidence

ORD record: ord-4745baca464343db821d085ff735ab69
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06716853B2

Reaction notes

Loading…