Sulfuric Acid → HCID 13341935, compound

HRID 2286868Notes

Reaction equation

HRID 2286868 reaction equation
[NH2:1][C:2]1[CH:16]=[C:6]([C:7]([NH:9][CH:10](O)[C:11]([Cl:14])([Cl:13])[Cl:12])=[O:8])[C:5]([OH:17])=[CH:4][CH:3]=1.S(=O)(=O)(O)O>>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[O:17][CH:10]([C:11]([Cl:12])([Cl:13])[Cl:14])[NH:9][C:7](=[O:8])[C:6]=2[CH:16]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 23460482HCID 23460482, compound

Product 1

HCID 13341935HCID 13341935, compound

Procedure

5-Amino-N-(1-hydroxy-2,2,2-trichloroethyl)salicylamide (23.0 g.) and concentrated sulphuric acid (115 ml.) were heated on a steam bath for 1 hour, then poured onto ice (1 l.). The resulting mixture was stirred for 30 minutes and filtered. The filtrate was adjusted to pH 5 with 5 N sodium hydroxide solution and stirred for 30 minutes, and the precipitated product was filtered off, washed with water, and dried at 60° C. to give 6-amino-3,4-dihydro-2-trichloromethyl-2H-benzo[e]-[1,3]-oxazin-4-one, m.p. 172°-174° C.

Workup

  1. additionpoured onto ice (1 l.)
  2. filtrationfiltered
  3. stirringstirred for 30 minutes
  4. filtrationthe precipitated product was filtered off
  5. washwashed with water
  6. customdried at 60° C.

Sources & evidence

ORD record
ord-ce2eef8b4a164b06aedfa320bc62256e
Source dataset
uspto-grants-1981_05
Patent number
US04268510

Reaction notes

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