N,N-dimethyl-5-nitropyridin-2-amine → HCID 178482865, compound

HRID 865670

Reaction equation

HRID 865670 reaction equation
[CH3:1][N:2]([CH3:12])[C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][N:4]=1.[CH:13]1[CH:18]=[CH:17][C:16]([O:19][C:20](OC2C=CC=CC=2)=[N:21][C:22]#[N:23])=[CH:15][CH:14]=1>COCCOC>[C:22]([N:21]=[C:20]([O:19][C:16]1[CH:17]=[CH:18][CH:13]=[CH:14][CH:15]=1)[NH:9][C:6]1[CH:5]=[N:4][C:3]([N:2]([CH3:12])[CH3:1])=[CH:8][CH:7]=1)#[N:23]

Participants

4

Reactant 2

HCID 75707N,N-dimethyl-5-nitropyridin-2-amineHCID 688090Diphenyl N-Cyanocarbonimidate

Product 1

HCID 178482865HCID 178482865, compoundYield 74.4%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

A stirred mixture of the crude amine prepared from 5.00 g (0.0299 mol) of the product from Step 1, diphenylcyanocarbonimidate (7.20 g, 0.0302 mol) and ethylene glycol dimethyl ether (60 ml) was kept under nitrogen for 3 hours and diluted with Et20. The solid was collected by filtration, washed with Et2O and dried to give 6.26 g of the titled product.

Workup

  1. additiondiluted with Et20
  2. filtrationThe solid was collected by filtration
  3. washwashed with Et2O
  4. customdried

Sources & evidence

ORD record
ord-15d7e9c2f2fb45e3b9b7e58347d30634
Source dataset
uspto-grants-1996_10
Patent number
US05567722

Linked notes

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