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

HRID 370527Notes

Reaction equation

HRID 370527 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-4622c24bbf434f6d86298449c505efe1
Source dataset
uspto-grants-1985_07
Patent number
US04526978

Reaction notes

Loading…