Ammonia → HCID 22596723, compound

HRID 2296715Notes

Reaction equation

HRID 2296715 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([NH:10][CH3:11])[C:5]([N+:12]([O-:14])=[O:13])=[CH:4][CH:3]=1.[NH3:15]>C(O)C>[NH2:15][C:2]1[C:7]([C:8]#[N:9])=[C:6]([NH:10][CH3:11])[C:5]([N+:12]([O-:14])=[O:13])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 112180896-Chloro-2-(methylamino)-3-nitrobenzonitrile

Product 1

HCID 22596723HCID 22596723, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of the above amine (30.0 g, 142 mmol) in a 5.3 M solution of ammonia in ethanol (200 mL) was heated in a sealed stainless steel reaction vessel (600 mL capacity) at 90° C. for 24 h. The reaction vessel was cooled to room temperature, then to 0° C., and opened. The product was filtered, washed with ethanol (30 mL) and dried to give 6-amino-2-methylamino-3-nitro-benzonitrile (25.94 g, 95%) as a yellow solid.

Workup

  1. customto 0° C.
  2. filtrationThe product was filtered
  3. washwashed with ethanol (30 mL)
  4. customdried

Sources & evidence

ORD record
ord-78ea83bb935544f69b410a0a79096f8b
Source dataset
uspto-grants-2002_12
Patent number
US06489328B2

Reaction notes

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