Thiophosgene → HCID 178433997, compound

HRID 373142Notes

Reaction equation

HRID 373142 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]([NH:9][NH2:10])=[O:8])=[N:4][N:3]=1.[C:11](Cl)(Cl)=[S:12]>O1CCOCC1>[SH:12][C:11]1[O:8][C:7]([C:5]2[O:6][C:2]([CH3:1])=[N:3][N:4]=2)=[N:9][N:10]=1

Participants

4

Reactant 2

HCID 10040ThiophosgeneHCID 134074895-Methyl-1,3,4-oxadiazole-2-carbohydrazide

Product 1

HCID 178433997HCID 178433997, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3.6 g of 5-methyl-1,3,4-oxadiazole-2-carboxylic acid hydrazide of melting point 150°-151° C., prepared in the customary manner from the corresponding ethyl ester [Canad.J.Chem. 65, 166 (1987)], are stirred in 100 ml of dioxane with 2.9 g of thiophosgene at room temperature overnight and then at 55° C. for 5 hours. After cooling, undissolved solids are filtered off and 200 ml of hexane are added to the filtrate, the desired product (4 g of decomposition point 225°) crystallizing out.

Workup

  1. temperatureAfter cooling
  2. filtrationundissolved solids are filtered off
  3. addition200 ml of hexane are added to the filtrate
  4. customthe desired product (4 g of decomposition point 225°) crystallizing out

Sources & evidence

ORD record
ord-682ee3d4a8fa45c79f19bab364089701
Source dataset
uspto-grants-1992_11
Patent number
US05162349

Reaction notes

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