Hydrochloric Acid → Ethyl 2-amino-3-cyanothieno[3,2-b]thiophene-5-carboxylate

HRID 1905461Notes

Reaction equation

HRID 1905461 reaction equation
CN(C)C=[N:4][C:5]1[S:9][C:8]2[CH:10]=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[S:12][C:7]=2[C:6]=1[C:18]#[N:19].Cl>C(O)C>[NH2:4][C:5]1[S:9][C:8]2[CH:10]=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[S:12][C:7]=2[C:6]=1[C:18]#[N:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68115437N,N-dimethyl-N'-(3-cyano-5-ethoxycarbonylthieno[3,2-b]thien-2-yl)formamidine

Product 1

HCID 14047327Ethyl 2-amino-3-cyanothieno[3,2-b]thiophene-5-carboxylateYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 319 parts of N,N-dimethyl-N'-(3-cyano-5-ethoxycarbonylthieno[3,2-b]thien-2-yl)formamidine, 2,000 parts of ethanol and 210 parts of concentrated hydrochloric acid was heated at the boil for 1 hour. After cooling down, the precipitate was filtered off with suction, washed with methanol and then with water and dried. This gave 210 parts (80% of theory) of ethyl 2-amino-3-cyanothieno[3,2-b]thiophene-5-carboxylate.

Workup

  1. temperaturewas heated at the boil for 1 hour
  2. temperatureAfter cooling down
  3. filtrationthe precipitate was filtered off with suction
  4. washwashed with methanol
  5. dry with materialwith water and dried

Sources & evidence

ORD record
ord-894e8660d7ff4f9e815905a35f0f61ab
Source dataset
uspto-grants-1989_06
Patent number
US04843153

Reaction notes

Loading…