2-Chloroethylamine → HCID 377402, compound

HRID 481468Notes

Reaction equation

HRID 481468 reaction equation
[Cl:1][CH2:2][CH2:3][NH2:4].[C:5]([NH:8][C:9]1[C:10](=[O:23])[C:11]2[C:16]([C:17](=[O:22])[C:18]=1NCC)=[CH:15][CH:14]=[CH:13][CH:12]=2)(=O)[CH3:6]>C(O)=O>[Cl:1][CH2:2][CH2:3][N:4]1[C:18]2[C:17](=[O:22])[C:16]3[C:11]([C:10](=[O:23])[C:9]=2[N:8]=[C:5]1[CH3:6])=[CH:12][CH:13]=[CH:14][CH:15]=3

Participants

4

Reactant 2

HCID 133692-ChloroethylamineHCID 10634933HCID 10634933, compound

Product 1

HCID 377402HCID 377402, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of 43 (5 g, 0.02 mol, prepared from 2a and 2-chloroethylamine in an analogous manner to that of 29 below) in formic acid (50 ml) was refluxed for 1 h, and then concentrated. Purification by column chromatography (CHCl3, silica gel), followed by recrystallization from benzene, afforded 21 as yellow crystals. Yield, mp, and spectral data are given in Table 3.

Workup

  1. temperaturewas refluxed for 1 h
  2. concentrationconcentrated
  3. customPurification by column chromatography (CHCl3, silica gel)
  4. customfollowed by recrystallization from benzene

Sources & evidence

ORD record
ord-aa105617601242b9908accddd46bf6b0
Source dataset
uspto-grants-1998_08
Patent number
US05789431

Reaction notes

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