Ethylamine → HCID 178463325, compound

HRID 1580072Notes

Reaction equation

HRID 1580072 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-8d8db90f2bc7482ab10083719a64dcb4
Source dataset
uspto-grants-1976_01
Patent number
US03932416

Reaction notes

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