Hydrogen Sulfide → HCID 12803695, compound

HRID 1660116Notes

Reaction equation

HRID 1660116 reaction equation
O.[S-2:2].[Na+].[Na+].S.Cl[CH:7]1[NH:12][C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[O:9][C:8]1=[O:17]>O.O1CCCC1>[O:9]1[C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[NH:12][C:7](=[S:2])[C:8]1=[O:17]

Participants

6

Reactant 3

HCID 402Hydrogen SulfideHCID 19906495Sodium sulfide monohydrateHCID 20557444HCID 20557444, compound

Product 1

HCID 12803695HCID 12803695, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3.6 g of sodium sulfide hydrate in 15 ml of water saturated with hydrogen sulfide was added dropwise to a solution of 5.45 g of 3-chloro-4H-1,4-benzoxazin-2-one in 30 ml of tetrahydrofuran at -150° C. The mixture was stirred one hour to 0° C. The tetrahydrofuran was evaporated and the precipitated filtered and recrystallized from toluene to provide the solid product 4H-1,4-benzoxazin-2-one-3-thione, m.p. 215°-220° C.

Workup

  1. customThe tetrahydrofuran was evaporated
  2. filtrationthe precipitated filtered
  3. customrecrystallized from toluene

Sources & evidence

ORD record
ord-96df9e437a67435488ba7d21fba778b0
Source dataset
uspto-grants-1981_12
Patent number
US04307091

Reaction notes

Loading…