Diglyme → HCID 54041024, compound

HRID 620006Notes

Reaction equation

HRID 620006 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[C:6]([CH3:18])[C:3]=1[C:4]#[N:5].Cl.Cl[C:21]([NH2:23])=[NH:22].COCCOCCOC>O>[NH2:23][C:21]1[N:22]=[C:4]([NH2:5])[C:3]2[C:2](=[CH:9][CH:8]=[C:7]([CH:10]=[CH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[C:6]=2[CH3:18])[N:1]=1

Participants

5

Reactant 3

HCID 8150DiglymeHCID 3084509Chloroformamidinium chlorideHCID 54390897HCID 54390897, compound

Product 1

HCID 54041024HCID 54041024, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.64 g of the 2-aminobenzonitrile of Example 4, 0.30 g of chloroformamidine hydrochloride, and 5.0 ml of diglyme was heated at 140°-150° C. for 5 h. The mixture was diluted with 50 ml of water and stirred for 1 h. The precipitated solid was collected by filtration, washed with water and acetone, and dried to leave 0.58 g (78%) of a white solid. (Mixture of cis-trans isomers.) Anal. calc'd for C17H24N4.2/3HCl: C, 66.2; H, 8.05 N, 18.1. Found: C, 66.2, H; 8.05; N, 18.2.

Workup

  1. temperaturewas heated at 140°-150° C. for 5 h
  2. filtrationThe precipitated solid was collected by filtration
  3. washwashed with water and acetone
  4. customdried

Sources & evidence

ORD record
ord-40c4c3e3166e4798b218975c3b742e21
Source dataset
uspto-grants-1989_04
Patent number
US04818753

Reaction notes

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