Acetic acid, azido-, ethyl ester → HCID 13518828, compound

HRID 978188Notes

Reaction equation

HRID 978188 reaction equation
[C:1]1([CH3:12])[CH:6]=[CH:5][C:4]([S:7]([C:10]#[N:11])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[N:13]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[N+:14]=[N-:15]>C1C=CC=CC=1>[CH2:20]([O:19][C:17]([CH2:16][N:13]1[C:10]([S:7]([C:4]2[CH:3]=[CH:2][C:1]([CH3:12])=[CH:6][CH:5]=2)(=[O:8])=[O:9])=[N:11][N:15]=[N:14]1)=[O:18])[CH3:21]

Participants

4

Reactant 2

HCID 69480Acetic acid, azido-, ethyl esterHCID 87946p-Toluenesulphonyl cyanide

Product 1

HCID 13518828HCID 13518828, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 7.24 g. of p-toluenesulfonyl cyanide and 5.16 g. of ethyl azidoacetate (Dictionary of Organic Compounds, Vol. 1, p. 307) in 150 ml. of benzene is heated at reflux for 12 hours. The residue after evaporation is recrystallized from benzene-hexane, m.p. 98°-100° C.

Workup

  1. additionA mixture of 7.24 g
  2. temperatureat reflux for 12 hours
  3. customThe residue after evaporation
  4. customis recrystallized from benzene-hexane, m.p. 98°-100° C.

Sources & evidence

ORD record
ord-c6818c420eda4826a76115047b268a53
Source dataset
uspto-grants-1987_05
Patent number
US04663461

Reaction notes

Loading…