Thionyl Chloride → HCID 53773862, compound

HRID 234919Notes

Reaction equation

[CH2:1]([C@@H:3]1[C:8](=[O:9])[N:7]([CH2:10][CH3:11])[C:6]2[CH:12]=[CH:13][C:14]([C:16]([OH:18])=O)=[CH:15][C:5]=2[O:4]1)[CH3:2].S(Cl)([Cl:21])=O>>[CH2:1]([C@@H:3]1[C:8](=[O:9])[N:7]([CH2:10][CH3:11])[C:6]2[CH:12]=[CH:13][C:14]([C:16]([Cl:21])=[O:18])=[CH:15][C:5]=2[O:4]1)[CH3:2]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 10848217HCID 10848217, compound

Product 1

HCID 53773862HCID 53773862, compound

Procedure

A mixture of (R)-2,4-diethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylic acid (1.0 g) in thionyl chloride (10 ml) was stirred under reflux for 2 hours. Thionyl chloride was distilled off under reduced pressure to give (R)-2,4-diethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carbonyl chloride (1.14 g).

Workup

temperatureunder reflux for 2 hours
distillationThionyl chloride was distilled off under reduced pressure

Sources & evidence

ORD record: ord-2249a488f09e4e82b243c47d35711c3d
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05597820

Reaction notes

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