Ethylamine → HCID 178463325, compound

HRID 258678Notes

Reaction equation

HRID 258678 reaction equation
Cl[C:2]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=[C:4]([C:5]([NH:7][C:8]2[NH:12][N:11]=[N:10][N:9]=2)=[O:6])[CH:3]=1.[CH2:20]([NH2:22])[CH3:21]>>[CH2:20]([NH:22][C:2]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=[C:4]([C:5]([NH:7][C:8]2[NH:12][N:11]=[N:10][N:9]=2)=[O:6])[CH:3]=1)[CH3:21]

Participants

3

Reactant 2

HCID 6341EthylamineHCID 178522680HCID 178522680, compound

Product 1

HCID 178463325HCID 178463325, compound

Procedure

4-Chloro-N(1H-tetrazol-5-yl)quinaldamide (1 g) and aqueous ethylamine (20 ml., 70% w/w) were heated to 100° in an autoclave for 10 hours. The mixture was evaporated, the residue was dissolved in water (10 ml) and the solution was acidified with hydrochloric acid to pH 1. The solid was collected and dissolved in aqueous dimethylaminoethanol (20 ml., 5%) and the solution was warmed to 60° and acidified with dilute hydrochloric acid. 4-Ethylamino-N(1H-tetrazol-5-yl)quinaldamide was collected and dried, m.p. 237° (d).

Workup

  1. customThe mixture was evaporated
  2. dissolutionthe residue was dissolved in water (10 ml)
  3. customThe solid was collected
  4. dissolutiondissolved in aqueous dimethylaminoethanol (20 ml., 5%)
  5. temperaturethe solution was warmed to 60°
  6. custom4-Ethylamino-N(1H-tetrazol-5-yl)quinaldamide was collected
  7. customdried

Sources & evidence

ORD record
ord-8d9ab80f1c694da29d6302ace1ae6ab4
Source dataset
uspto-grants-1977_07
Patent number
US04034075

Reaction notes

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