Hydrochloric Acid → HCID 13591852, compound

HRID 1906531Notes

Reaction equation

HRID 1906531 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]2[S:14][C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:12][N:5]2[C:6](=[O:11])[C:7]=1[N+:8]([O-])=O.[Sn].Cl>O1CCOCC1>[NH2:8][C:7]1[C:6](=[O:11])[N:5]2[CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[S:14][C:4]2=[N:3][C:2]=1[NH2:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 5352426Tin atomHCID 13824313HCID 13824313, compound

Product 1

HCID 13591852HCID 13591852, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2.0 g of 7-amino-6-nitro-2-phenyl-5H-thiazolo[3,2-a]pyrimidin-5-one was suspended in 50 ml of 90% dioxane, and 3.0 g of tin powder and 5 ml of concentrated hydrochloric acid were added thereto, followed by stirring the mixture at 80° to 90° C. for 30 minutes. Any insoluble material was removed by filtration, and the filtrate was concentrated. After cooling, the precipitate formed was separated by filtration and added to concentrated aqueous ammonia. The precipitate was separated by filtration and recrystallized from dimethylformamide to obtain 6,7-diamino-2-phenyl-5H-thiazolo[3,2-a]pyrimidin-5-one as yellow needles having a melting point higher than 300° C.

Workup

  1. customAny insoluble material was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. temperatureAfter cooling
  4. customthe precipitate formed
  5. customwas separated by filtration
  6. additionadded to concentrated aqueous ammonia
  7. customThe precipitate was separated by filtration
  8. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-bb4448f0b1914a469f702b9ebca373a3
Source dataset
uspto-grants-1987_03
Patent number
US04652646

Reaction notes

Loading…