Methanimidic acid, N-cyano-, ethyl ester → HCID 19864119, compound

HRID 1199889Notes

Reaction equation

HRID 1199889 reaction equation
C(O[CH:4]=[N:5][C:6]#[N:7])C.[NH2:8][CH:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][S:11][C:10]1([CH3:20])[CH3:19]>C(O)C>[C:6]([NH:5][CH:4]=[N:8][CH:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][S:11][C:10]1([CH3:20])[CH3:19])#[N:7]

Participants

4

Reactant 2

HCID 9920370Methanimidic acid, N-cyano-, ethyl esterHCID 19864114HCID 19864114, compound

Product 1

HCID 19864119HCID 19864119, compoundYield 67.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

10.0 g of N-cyanoimidoformic acid ethyl ester are added dropwise to 16.7 g of 4-amino-3,3-dimethylisothiochroman in 10 ml of dry ethanol. The exothermic reaction is complete after 2 hours. The mixture is cooled to 0° C., and the precipitate is filtered off and washed with a small amount of ethanol. After drying, 14.3 g of N-cyano-N'-(3,3-dimethylisothiochroman-4-yl)-formamidine are obtained in the form of colourless crystals having a melting point of 164°-166° C.

Workup

  1. customThe exothermic reaction
  2. filtrationthe precipitate is filtered off
  3. washwashed with a small amount of ethanol
  4. customAfter drying

Sources & evidence

ORD record
ord-bd32fa1af8d74f0295089b72aa0ea1b6
Source dataset
uspto-grants-1990_02
Patent number
US04904300

Reaction notes

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