Ammonium Hydroxide → 8-chloro-2,3,4,4a-tetrahydro-10H-1,2-oxazino (3,2-b)(1,3)benzoxazin-10-one

HRID 2398045Notes

Reaction equation

HRID 2398045 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH:9]([CH2:11][CH2:12][CH2:13]Cl)[N:8]([OH:15])[C:7](=[O:16])[C:6]=2[CH:17]=1.[OH-].[NH4+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH:9]3[CH2:11][CH2:12][CH2:13][O:15][N:8]3[C:7](=[O:16])[C:6]=2[CH:17]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 214345096-Chloro-2-(3-chloropropyl)-2,3-dihydro-3-hydroxy-4H-1,3-benzoxazin-4-one

Product 1

HCID 123659478-chloro-2,3,4,4a-tetrahydro-10H-1,2-oxazino (3,2-b)(1,3)benzoxazin-10-one

Procedure

A mixture of 10 g. of crude 6-chloro-2-(3-chloropropyl)-2,3-dihydro-3-hydroxy-4H-1,3-benzoxazin-4-one prepared in the manner hereinbefore described and 50 ml. of 15 percent aqueous solution of ammonium hydroxide was stirred for 5 hours at room temperature and then filtered and washed with water. The crude product (6 g.) was recrystallized from 45 ml. of ethanol yielding 3.8 g., m-p. 148°-149° C.

Workup

  1. additionA mixture of 10 g
  2. filtrationfiltered
  3. washwashed with water
  4. customThe crude product (6 g.) was recrystallized from 45 ml
  5. custom148°-149° C.

Sources & evidence

ORD record
ord-b393608dc6364bfd827125221af5b86a
Source dataset
uspto-grants-1977_05
Patent number
US04024139

Reaction notes

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