Water → 6H-thiazolo[5,4-e]indazol-2-amine

HRID 1360834

Reaction equation

HRID 1360834 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[CH:5]2.[S-:11][C:12]#[N:13].[Na+].BrBr.O>C(O)(=O)C>[S:11]1[C:3]2[C:4]3[CH:5]=[N:6][NH:7][C:8]=3[CH:9]=[CH:10][C:2]=2[N:1]=[C:12]1[NH2:13]

Participants

6

Reactant 4

HCID 962WaterHCID 24408BromineHCID 880121H-Indazol-5-amineHCID 516871Sodium thiocyanate

Product 1

HCID 450776746H-thiazolo[5,4-e]indazol-2-amineYield 108.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2.0 g (15 mmol) of 5-aminoindazole and 4.9 g (60.5 mmol) of sodium thiocyanate were suspended in 10 ml of acetic acid, and 2.4 g (15 mmol) of bromine was added dropwise to the suspension under ice-cooling. The reaction mixture was allowed to warm to room temperature, and it was stirred overnight. The reaction mixture was poured into water, and the resulting crystals were collected by filtration to give 3.1 g of 6H-pyrazolo[4′,3′:3,4]benzo[1,2-d]thiazol-2-ylamine.

Workup

  1. temperaturecooling
  2. filtrationthe resulting crystals were collected by filtration

Sources & evidence

ORD record
ord-a08db6a131d245279357b2eff5f3a1bc
Source dataset
uspto-grants-2011_02
Patent number
US07879887B2

Linked notes

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