Pyridine → HCID 70226372, compound

HRID 321961Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6](N)=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C1([CH2:25][C:26](Cl)=[O:27])C=CC=CC=1.Cl[CH2:30]Cl>>[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([CH2:25][C:26]([NH:13][C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:30]=2)=[O:27])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1

Participants

Reactant 4

HCID 1049Pyridine

HCID 6344Dichloromethane2×

HCID 7679Phenylacetyl chloride

HCID 667934-Methoxy-2-nitroaniline

Product 1

HCID 70226372HCID 70226372, compound

Procedure

4-Methoxy-2-nitroaniline (47.6 mmole, 8.0 g) is added to a solution of pyridine (71.4 mmole, 5.8 ml) in dichloromethane (130 ml). Phenylacetyl chloride (40.6 mmole, 6.3 ml) in dichloromethane (40 ml) is slowly added, and the mixture is stirred at room temperature for two days. The mixture is washed with 10% HCl (3×), the organic layer is dried with Na2SO4, is filtered and evaporated. Recrystallisation from ethyl acetate gives the title product.

Workup

washThe mixture is washed with 10% HCl (3×)
dry with materialthe organic layer is dried with Na2SO4
filtrationis filtered
customevaporated
customRecrystallisation from ethyl acetate

Sources & evidence

ORD record: ord-efe9df2cd6fd4a41870384cf258a1375
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06211177B1

Reaction notes

Loading…