1-Methylpiperazine → HCID 69372592, compound

HRID 2213767Notes

Reaction equation

HRID 2213767 reaction equation
[NH2:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([N+:11]([O-:13])=[O:12])[C:5]=2[S:4][C:3]=1C(OC)=O.CN1CCNCC1>CN1CCCC1=O>[N+:11]([C:10]1[C:5]2[S:4][CH:3]=[C:2]([NH2:1])[C:6]=2[CH:7]=[CH:8][CH:9]=1)([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 12695141HCID 12695141, compound

Product 1

HCID 69372592HCID 69372592, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A mixture of 4.82 g (19.1 mmol) methyl 3-amino-7-nitro-1-benzothiophene-2-carboxylate (WO 9738983), 1-methyl-2-pyrrolidinone (23 mL) and 1-methylpiperazine (6.5 mL) is stirred at 185–190° C. for 4 hours, then cooled to room temperature. The precipitate is filtered, washed with diethyl ether, and dried to give 7-nitro-1-benzothiophen-3-amine (3.3 g, 89%) as a red-brown solid, m.p. 188–191° C.

Workup

  1. filtrationThe precipitate is filtered
  2. washwashed with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-814b65e0909a4accb720568d95596491
Source dataset
uspto-grants-2006_09
Patent number
US07105531B2

Reaction notes

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