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

HRID 514835Notes

Reaction equation

HRID 514835 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-0318590f01e946df9d95384d65449ffa
Source dataset
uspto-grants-2015_08
Patent number
US09108921B2

Reaction notes

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