Dimethylformamide → HCID 18947059, compound

HRID 1769098Notes

Reaction equation

HRID 1769098 reaction equation
[ClH:1].[CH2:2]([C:4]1[S:5][CH:6]=[C:7]2[CH2:11][NH:10][CH2:9][C:8]=12)[CH3:3].[CH:12]([N:15](CC)[CH:16]([CH3:18])C)([CH3:14])C.C[N:22](C)C=O>>[ClH:1].[ClH:1].[CH2:2]([C:4]1[S:5][CH:6]=[C:7]2[CH2:11][N:10]([CH2:14][C:12]3[NH:15][CH2:16][CH2:18][N:22]=3)[CH2:9][C:8]=12)[CH3:3]

Participants

4

Reactant 3

HCID 6228Dimethylformamide2×HCID 81531Diisopropylethylamine2×HCID 18947038HCID 18947038, compound

Product 1

HCID 18947059HCID 18947059, compound

Procedure

0.53 g of 1-ethyl-5,6-dihydro-4H-thieno-[3,4-c]pyrrole hydrochloride, 1.47 ml of N,N-diisopropylethylamine and 15 ml of dimethylformamide are introduced into a 25 ml round-bottomed flask and then a solution of 0.75 g of 2-chloromethyl-1H-4,5-dihydroimidazole hydrochloride and 0.5 ml of N,N-diisopropylethyl-amine in 15 ml of dimethylformamide is added. The reaction mixture is subjected to ultrasound for 8 h, the solvent is then evaporated and the residue is purified by chromatography on silica gel with ethanol as eluent. The product is recrystallized from 5 ml of isopropanol saturated with hydrochloric acid. 0.233 g of product is obtained. Melting point: 207°-208° C. (with decomposition).

Workup

  1. customultrasound for 8 h
  2. customthe solvent is then evaporated
  3. customthe residue is purified by chromatography on silica gel with ethanol as eluent
  4. customThe product is recrystallized from 5 ml of isopropanol saturated with hydrochloric acid

Sources & evidence

ORD record
ord-52c935d3490d4b9eb51a77ca46347b7f
Source dataset
uspto-grants-1995_01
Patent number
US05380742

Reaction notes

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