1-Methylpiperazine → HCID 178480778, compound

HRID 437120Notes

Reaction equation

HRID 437120 reaction equation
[NH2:1][C:2]1[NH:3][S:4](=[O:14])(=[O:13])[C:5]2[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:6]=2[N:7]=1.[CH3:15][N:16]1[CH2:21][CH2:20]N[CH2:18][CH2:17]1>>[Cl:12][C:10]1[CH:9]=[CH:8][C:6]2[N:7]=[C:2]([N:1]3[CH2:20][CH2:21][N:16]([CH3:15])[CH2:17][CH2:18]3)[NH:3][S:4](=[O:14])(=[O:13])[C:5]=2[CH:11]=1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 178508180HCID 178508180, compound

Product 1

HCID 178480778HCID 178480778, compoundYield 68.7%

Conditions

Temperature
185 °C

Procedure

A mixture of 3.0 g of 3-amino-7-chloro-2H-1,2,4-benzothiadiazine 1,1-dioxide and 2.5 g of 1-methylpiperazine is heated at 185° C. in a sealed tube for 8 hours. After removal of the remaining 1-methylpiperazine by distillation under reduced pressure, the residual solid is recrystallized from a mixture of dimethylformamide and water to give 2.8 g of the desired product, m.p. above 300° C.

Workup

  1. customAfter removal of the remaining 1-methylpiperazine
  2. distillationby distillation under reduced pressure
  3. customthe residual solid is recrystallized from a mixture of dimethylformamide and water

Sources & evidence

ORD record
ord-e16a4ce9a8714a739d12c1ef1dda8c2b
Source dataset
uspto-grants-1977_06
Patent number
US04029780

Reaction notes

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