Water → HCID 68292838, compound

HRID 514262Notes

Reaction equation

HRID 514262 reaction equation
[Cl:1][C:2]1[CH:13]=[C:12]([N+:14]([O-])=O)[C:11]([N+:17]([O-:19])=[O:18])=[CH:10][C:3]=1[C:4]([NH:6][CH:7]1[CH2:9][CH2:8]1)=[O:5].[CH:20]1(N)[CH2:22][CH2:21]1.O>ClCCCl>[Cl:1][C:2]1[CH:13]=[C:12]([NH:14][CH:20]2[CH2:22][CH2:21]2)[C:11]([N+:17]([O-:19])=[O:18])=[CH:10][C:3]=1[C:4]([NH:6][CH:7]1[CH2:9][CH2:8]1)=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 69828CyclopropylamineHCID 86713980HCID 86713980, compound

Product 1

HCID 68292838HCID 68292838, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

2.00 g (5.95 mmol) of 2-chloro-N-cyclopropyl-4,5-dinitrobenzamide (see Synthesis Example 4, Stage 1) were initially charged in 150 ml of 1,2-dichloroethane, 0.85 g (14.88 mmol) of cyclopropylamine was added and the mixture was heated under reflux for three hours. After cooling, water was added and the 2-chloro-N-cyclopropyl-4-(cyclopropylamino)-5-nitrobenzamide was filtered off with suction and dried. Yield 1.16 g (66% of theory)

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for three hours
  3. temperatureAfter cooling
  4. filtrationthe 2-chloro-N-cyclopropyl-4-(cyclopropylamino)-5-nitrobenzamide was filtered off with suction
  5. customdried

Sources & evidence

ORD record
ord-d6836712d93c49d6adfe0058e7edbc4f
Source dataset
uspto-grants-2015_08
Patent number
US09107411B2

Reaction notes

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