Hydrochloric Acid → 2-chloro-5H-thiazolo[4,5-d]pyridazin-4-one

HRID 908641Notes

Reaction equation

HRID 908641 reaction equation
N[C:2]1[S:3][C:4]2[CH:9]=[N:8][NH:7][C:6](=[O:10])[C:5]=2[N:11]=1.N([O-])=O.[Na+].O.[ClH:17]>>[Cl:17][C:2]1[S:3][C:4]2[CH:9]=[N:8][NH:7][C:6](=[O:10])[C:5]=2[N:11]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 23668193Sodium NitriteHCID 597038212-amino-5H-thiazolo[4,5-d]pyridazin-4-one

Product 1

HCID 597037792-chloro-5H-thiazolo[4,5-d]pyridazin-4-one

Procedure

The compound (688 mg) obtained in Step 4 was suspended in 6N aqueous hydrochloric acid solution (10 ml), and sodium nitrite (1.41 g) was added in several portions with stirring at room temperature, and the mixture was further stirred at room temperature for 1 hr. Water was added, with stirring at room temperature, and the solid was collected by filtration, washed with water, and dried to give the title compound (571 mg).

Workup

  1. stirringthe mixture was further stirred at room temperature for 1 hr
  2. stirringwith stirring at room temperature
  3. filtrationthe solid was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-873af38045da4c89b7d091bc74e5fb3f
Source dataset
uspto-grants-2011_09
Patent number
US08017612B2

Reaction notes

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