Dimethylformamide → HCID 67790386, compound

HRID 1769096Notes

Reaction equation

HRID 1769096 reaction equation
[ClH:1].[CH2:2]([O:4][C:5]([C:7]1[S:8][CH:9]=[C:10]2[CH2:14][NH:13][CH2:12][C:11]=12)=[O:6])[CH3:3].[CH:15]([N:18](CC)[CH:19]([CH3:21])C)([CH3:17])C.C[N:25](C)C=O>>[ClH:1].[ClH:1].[CH2:2]([O:4][C:5]([C:7]1[S:8][CH:9]=[C:10]2[CH2:14][N:13]([CH2:17][C:15]3[NH:18][CH2:19][CH2:21][N:25]=3)[CH2:12][C:11]=12)=[O:6])[CH3:3]

Participants

4

Reactant 3

HCID 6228Dimethylformamide2×HCID 81531Diisopropylethylamine2×HCID 18947060HCID 18947060, compound

Product 1

HCID 67790386HCID 67790386, compound

Procedure

A solution of 0.65 g of 1-ethoxycarbonyl-5,6-dihydro-4h-thieno[3,4-c]pyrrole hydrochloride and 1.47 ml of N,N-diisopropylethylamine in 15 ml of dimethylformamide is poured onto a mixture of 0.75 g of 2-chloromethyl-1H-4,5dihydroimidazole hydrochloride, 0.5 ml of N,N-diisopropylethylamine and 15 ml of dimethylformamide. The mixture is subjected to ultrasound for 4 h and is then evaporated under vacuum. The residue is dissolved in 3 ml of ethanol and chromatography is carried out on a silica column with ethanol as eluent. After evaporating the solvent, the residue is treated with 5 ml of isopropanol saturated with hydrochloric acid. 0.182 g of product is obtained. Melting point: 213°-215° C. (with decomposition).

Workup

  1. customultrasound for 4 h
  2. customis then evaporated under vacuum
  3. dissolutionThe residue is dissolved in 3 ml of ethanol
  4. customAfter evaporating the solvent
  5. additionthe residue is treated with 5 ml of isopropanol saturated with hydrochloric acid

Sources & evidence

ORD record
ord-3f4be4a779b6408da453036e87e2b71a
Source dataset
uspto-grants-1995_01
Patent number
US05380742

Reaction notes

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