HCID 54186836, compound → HCID 22718731, compound

HRID 1582643Notes

Reaction equation

HRID 1582643 reaction equation
[CH2:1]([O:3][C:4](=[O:19])[C:5]([N:16]=[N+]=[N-])=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[C:8]=1[Cl:15])[CH3:2]>C1(C)C(C)=CC=CC=1>[CH2:1]([O:3][C:4]([C:5]1[NH:16][C:12]2[C:7]([CH:6]=1)=[C:8]([Cl:15])[C:9]([O:13][CH3:14])=[CH:10][CH:11]=2)=[O:19])[CH3:2]

Participants

3

Reactant 1

HCID 54186836HCID 54186836, compound

Product 1

HCID 22718731HCID 22718731, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of ethyl-2-azido-3-(2-chloro-3-methoxyphenyl)propenoate (2.22 g) in xylene (100 ml) was heated at reflux for 30 minutes, concentrated in vacuo and the residue purified by column chromatography using isohexane-50% ethyl acetate as eluent to give the product as a pale yellow solid (1.34 g, 67%), NMR δ (CDCl3) 1.31 (t, 3H), 3.84 (s, 3H), 4.32 (q, 2H), 7.0 (d, 1H), 7.22 (d, 1H), 7.39 (d, 1H), 12.2 (bs, 1H);

Workup

  1. temperatureat reflux for 30 minutes
  2. concentrationconcentrated in vacuo
  3. customthe residue purified by column chromatography

Sources & evidence

ORD record
ord-f40ef6c9890647089925875c014bb12f
Source dataset
uspto-grants-2004_05
Patent number
US06737435B1

Reaction notes

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