Chloral → HCID 13341954, compound

HRID 2286864Notes

Reaction equation

HRID 2286864 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]([NH2:13])=[C:9]([CH:12]=1)[CH2:10][OH:11])(=[O:3])[CH3:2].O=[CH:15][C:16]([Cl:19])([Cl:18])[Cl:17]>C(OCC)C>[C:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]2[NH:13][CH:15]([C:16]([Cl:19])([Cl:18])[Cl:17])[O:11][CH2:10][C:9]=2[CH:12]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6407ChloralHCID 54294350HCID 54294350, compound

Product 1

HCID 13341954HCID 13341954, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

5-Acetoxy-2-aminobenzyl alcohol (8.8 g.) was dissolved in dry diethyl ether (150 ml.), anhydrous chloral (9.6 ml.) was added with stirring over 5 minutes, and the mixture was stirred overnight at room temperature. The solvent was evaporated, and the residue crystallised on stirring with a mixture of methanol (50 ml.) and water (25 ml.) to give 6-acetoxy-1,2-dihydro-2-trichloromethyl-4H-benzo[d]-[1,3]-oxazine, m.p. 155°-157° C.

Workup

  1. stirringthe mixture was stirred overnight at room temperature
  2. customThe solvent was evaporated
  3. customthe residue crystallised
  4. stirringon stirring with a mixture of methanol (50 ml.) and water (25 ml.)

Sources & evidence

ORD record
ord-0ac1cd865a84469fb45b97a1fac0231c
Source dataset
uspto-grants-1981_05
Patent number
US04268510

Reaction notes

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