Hydrochloric Acid → HCID 178482081, compound

HRID 1890963Notes

Reaction equation

HRID 1890963 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([SH:11])=[N:9][N:10]=2)[N:7]=1.[CH3:12][NH2:13].Cl>>[CH3:12][NH:13][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([SH:11])=[N:9][N:10]=2)[N:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 178527924HCID 178527924, compound

Product 1

HCID 178482081HCID 178482081, compoundYield 58%

Conditions

Temperature
100 °C

Procedure

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazine-3-thiol (330 mg, 1.77 mmol) was treated with a 40% v/v aqueous solution of methylamine. The reaction mixture was stirred at 100° C. for 17 h, then it was cooled to room temperature and acidified to pH 1-2 with 1 N aqueous HCl. The resulting precipitate was filtered, washed with water, and dried in vacuo to give 185 mg of 6-methylamino-[1,2,4]triazolo[4,3-b]pyridazine-3-thiol as a yellow powder (58% yield): 1H NMR (DMSO-d6): δ 2.83 (d, 3H), 6.85 (d, 1H), 7.44 (broad q, 1H), 7.74 (d, 1H), 14.2 (s, 1H); MS (m/z) 182 [M+H+]+.

Workup

  1. temperatureit was cooled to room temperature
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-715ebb4bd3ce41898264ba30f0d558c8
Source dataset
uspto-grants-2013_08
Patent number
US08507489B2

Reaction notes

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