N,N-Dimethylethylenediamine → HCID 178483749, compound

HRID 258663Notes

Reaction equation

HRID 258663 reaction equation
[Cl:1][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.[CH3:20][N:21]([CH3:25])[CH2:22][CH2:23][NH2:24]>O>[ClH:1].[ClH:1].[CH3:20][N:21]([CH3:25])[CH2:22][CH2:23][NH:24][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

Participants

4

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 178522680HCID 178522680, compound

Product 1

HCID 178483749HCID 178483749, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Chloro-N(1H-tetrazol- 5-yl)quinaldamide (0.3 g), N,N-dimethylethylenediamine (6 ml) and water (2 ml) were heated at 100° for 8 hours. The excess of N,N-dimethylethylenediamine was distilled off under reduced pressure and the residue was treated with aqueous hydrochloric acid to pH 1. The solid, in water (5 ml), was treated with 2 N sodium hydroxide to give a solution pH 4. The solid which crystallised from this solution was collected and dried, m.p. 200° (d).

Workup

  1. distillationThe excess of N,N-dimethylethylenediamine was distilled off under reduced pressure
  2. additionthe residue was treated with aqueous hydrochloric acid to pH 1
  3. additionThe solid, in water (5 ml), was treated with 2 N sodium hydroxide

Sources & evidence

ORD record
ord-7b1dc724ee77435db971e0e5280021de
Source dataset
uspto-grants-1977_07
Patent number
US04034075

Reaction notes

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