Hydrochloric Acid → HCID 57741210, compound

HRID 1517668Notes

Reaction equation

HRID 1517668 reaction equation
[C:1]1([N:7]2[C:11]3[C:12]4[S:13][C:14]([NH:18]C(=O)C)=[N:15][C:16]=4[CH2:17][C:10]=3[CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>O>[C:1]1([N:7]2[C:11]3[C:12]4[S:13][C:14]([NH2:18])=[N:15][C:16]=4[CH2:17][C:10]=3[CH:9]=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86605023HCID 86605023, compound

Product 1

HCID 57741210HCID 57741210, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.9 g (8.71 mmol) N-(4-phenyl-4,7-dihydro-3-thia-1,4,5-triaza-cyclopenta[A]pentalen-2-yl)-acetamide (prepared analogously to Example 58 from intermediate compound 22) are suspended in 20 ml of water and 20 ml 32% hydrochloric acid and refluxed for 2 hours with stirring. After cooling to ambient temperature the mixture is extracted with diethyl ether and the aqueous phase is made basic. The precipitate formed is stirred for 0.25 hours at 5° C., suction filtered and dried. The crude product is suspended in 150 ml of tetrahydrofuran and combined with 5 ml of conc. hydrochloric acid, then stirred for 16 hours at 60° C. After cooling to 5° C. the precipitate is suction filtered and dried.

Workup

  1. extractionis extracted with diethyl ether
  2. customThe precipitate formed
  3. stirringis stirred for 0.25 hours at 5° C.
  4. filtrationsuction filtered
  5. customdried
  6. stirringstirred for 16 hours at 60° C
  7. temperatureAfter cooling to 5° C. the precipitate
  8. filtrationfiltered
  9. customdried

Sources & evidence

ORD record
ord-78a8b07c91204e029f7c39451f460dc6
Source dataset
uspto-grants-2012_07
Patent number
US08232286B2

Reaction notes

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