Water → HCID 19428112, compound

HRID 1078568Notes

Reaction equation

HRID 1078568 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][CH2:11][CH:10]([CH2:13][CH2:14]O)[N:9]([C:16](=[O:27])[C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=3)[C:8]=2[CH:28]=1)([O-:3])=[O:2].S(Cl)([Cl:31])=O.O>ClCCl>[Cl:31][CH2:14][CH2:13][CH:10]1[N:9]([C:16](=[O:27])[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=2)[C:8]2[CH:28]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[CH:6][C:7]=2[O:12][CH2:11]1

Participants

5

Reactant 3

HCID 962WaterHCID 24386Thionyl ChlorideHCID 19428115HCID 19428115, compound

Product 1

HCID 19428112HCID 19428112, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 5.37 g (0.0135 mol) of (±)-6-nitro-4-[3-(trifluoromethyl)benzoyl]-3,4-dihydro-2H-1,4-benzoxazine-3-ethanol dissolved in 80 ml of dichloromethane are added dropwise 4.85 ml (0.0675 mol) of thionyl chloride and the mixture is stirred, while being kept warm in a bath of hot water, for 5 h 30.

Sources & evidence

ORD record
ord-0487fac787a148508565520f4011cd2c
Source dataset
uspto-grants-1996_08
Patent number
US05550125

Reaction notes

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