Hydrochloric Acid → HCID 67790044, compound

HRID 1769091Notes

Reaction equation

HRID 1769091 reaction equation
[Cl:1][C:2]1[S:3][C:4]([Cl:10])=[C:5]2[CH2:9][NH:8][CH2:7][C:6]=12.[CH:11]([N:14](CC)[CH:15]([CH3:17])C)([CH3:13])C.[ClH:20].C[N:22](C)C=O>C(O)(C)C>[ClH:1].[ClH:20].[Cl:1][C:2]1[S:3][C:4]([Cl:10])=[C:5]2[CH2:9][N:8]([CH2:13][C:11]3[NH:14][CH2:15][CH2:17][N:22]=3)[CH2:7][C:6]=12

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6228Dimethylformamide2×HCID 81531Diisopropylethylamine2×HCID 18947045HCID 18947045, compound

Product 1

HCID 67790044HCID 67790044, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

A solution of 2.13 g (0.011 mol) of 1,3-dichloro-5,6-dihydro-4H-thieno[3,4-c]pyrrole and 2.5 ml of N,N-diisopropylethylamine in 25 ml of dimethylformamide is poured onto a mixture of 1.95 g (0.0125 mol) of 2-chloromethyl-1H-4,5-dihydroimidazole hydrochloride, 2.5 ml of N,N-diisopropylethylamine and 25 ml of dimethylformamide. The mixture is subjected to ultrasound for 8 h and is then evaporated under vacuum. The residue is dissolved in 75 ml of salt solution and extracted with 5 times 50 ml of methylene chloride. The organic solution is dried and then concentrated to produce a residue which is dissolved in 50 ml of isopropanol and treated with 14 ml of a 1N solution of hydrochloric acid in isopropanol. The crystals formed by cooling are filtered and washed with diethyl ether. 0.5 g of product is obtained. Melting point: 206°-213° C. (with decomposition).

Workup

  1. customultrasound for 8 h
  2. customis then evaporated under vacuum
  3. dissolutionThe residue is dissolved in 75 ml of salt solution
  4. extractionextracted with 5 times 50 ml of methylene chloride
  5. customThe organic solution is dried
  6. concentrationconcentrated
  7. customto produce a residue which
  8. customThe crystals formed
  9. temperatureby cooling
  10. filtrationare filtered
  11. washwashed with diethyl ether

Sources & evidence

ORD record
ord-251f300dcc2e4407919a13926d157587
Source dataset
uspto-grants-1995_01
Patent number
US05380742

Reaction notes

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