N,N-Dimethylethylenediamine → HCID 178483749, compound

HRID 1580057Notes

Reaction equation

HRID 1580057 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 2N 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 2N sodium hydroxide

Sources & evidence

ORD record
ord-eb2f3d590f8f4cc7a2de1b9fba9e7b46
Source dataset
uspto-grants-1976_01
Patent number
US03932416

Reaction notes

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