Methylamine → 6-Chloro-N-methyl-1,3-benzothiazol-2-amine

HRID 2202371Notes

Reaction equation

HRID 2202371 reaction equation
Cl[C:2]1[S:3][C:4]2[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:5]=2[N:6]=1.[CH3:12][NH2:13]>C1COCC1.O>[Cl:11][C:9]1[CH:8]=[CH:7][C:5]2[N:6]=[C:2]([NH:13][CH3:12])[S:3][C:4]=2[CH:10]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 771762,6-Dichlorobenzothiazole

Product 1

HCID 107743586-Chloro-N-methyl-1,3-benzothiazol-2-amine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2,6-dichlorobenzo[d]thiazole (2 g, 10 mmol) in 10 mL THF was added 25% MeNH2 in water (3 mL) dropwise. After the addition complete, the reaction mixture was stirred at room temperature overnight. Filter off the product and washed with methanol. Drying in vacuo to yield 1.5 g of the desired compound. LC-MS: m/z 204.2 (M+H)+

Workup

  1. filtrationFilter off the product
  2. washwashed with methanol
  3. customDrying in vacuo

Sources & evidence

ORD record
ord-fec4847eb50948bfa3139a0e452d3549
Source dataset
uspto-grants-2016_06
Patent number
US09365545B2

Reaction notes

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