Methanimidic acid, N-cyano-, ethyl ester → HCID 20069476, compound

HRID 981429Notes

Reaction equation

HRID 981429 reaction equation
C(O[CH:4]=[N:5][C:6]#[N:7])C.[NH2:8][CH:9]1[C:16]2[CH:15]=[CH:14][S:13][C:12]=2[CH2:11][C:10]1([CH3:18])[CH3:17]>C(O)C>[C:6]([NH:5][CH:4]=[N:8][CH:9]1[C:16]2[CH:15]=[CH:14][S:13][C:12]=2[CH2:11][C:10]1([CH3:18])[CH3:17])#[N:7]

Participants

4

Reactant 2

HCID 9920370Methanimidic acid, N-cyano-, ethyl esterHCID 20069465HCID 20069465, compound

Product 1

HCID 20069476HCID 20069476, compoundYield 55.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.7 g of N-cyanoimidoformic acid ethyl ester are added dropwise to a solution of 3.0 g of 4-amino-5,6-dihydro-5,5-dimethyl-4H-cyclopenta-[b]thiophene in 1.0 ml of ethanol. The exothermic reaction is complete after 2 hours. The reaction mixture is concentrated by evaporation. The crystalline residue is recrystallised from ether, yielding 2.2 g of N-cyano-N'-(5,6-dihydro-5,5-dimethyl-4H-cyclopenta[b]thiophen-4-yl)-formamidine having a melting point of 118°-119° C.

Workup

  1. customThe exothermic reaction
  2. concentrationThe reaction mixture is concentrated by evaporation
  3. customThe crystalline residue is recrystallised from ether

Sources & evidence

ORD record
ord-67ffa8a6d8ea435e991f4fa6738a6a09
Source dataset
uspto-grants-1991_02
Patent number
US04992090

Reaction notes

Loading…