Chloral → HCID 23460488, compound

HRID 2286861Notes

Reaction equation

HRID 2286861 reaction equation
[NH2:1][C:2]1[C:9]([CH3:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][OH:5].O=[CH:12][C:13]([Cl:16])([Cl:15])[Cl:14]>>[CH3:10][C:9]1[C:2]2[NH:1][CH:12]([C:13]([Cl:16])([Cl:15])[Cl:14])[O:5][CH2:4][C:3]=2[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 6407ChloralHCID 5771762-Amino-3-methylbenzyl alcohol

Product 1

HCID 23460488HCID 23460488, compound

Procedure

2-Amino-3-methylbenzyl alcohol (1.7 g.) and anhydrous chloral (2.4 ml.) were mixed for 10 minutes with external ice-cooling, and the mixture was left to stand for 1/2 hour. The mixture was then chromatographed on silica, and elution with diethyl ether/petroleum ether (b.p. 60°-80° C.), 7:3 by volume, gave 1,2-dihydro-8-methyl-2-trichloromethyl-4H-benzo[d]-[1,3]-oxazine, which was crystallised from aqueous ethanol, m.p. 69°-70° C.

Workup

  1. temperaturecooling
  2. waitthe mixture was left
  3. customThe mixture was then chromatographed on silica, and elution with diethyl ether/petroleum ether (b.p. 60°-80° C.), 7:3 by volume

Sources & evidence

ORD record
ord-4d45462cfba040a9ad2f6abb6ba42fec
Source dataset
uspto-grants-1981_05
Patent number
US04268510

Reaction notes

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