ethyl-N-cyanoformamidate → N-(2,3-dihydro-2,2-dimethyl-1H-inden-1-yl)-N'-cyanoformamidine

HRID 981870Notes

Reaction equation

HRID 981870 reaction equation
[CH3:1][C:2]1([CH3:12])[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]1[NH2:11].C([C:15]([NH:17][C:18]#[N:19])=O)C>C(O)C>[CH3:1][C:2]1([CH3:12])[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]1[NH:11][CH:15]=[N:17][C:18]#[N:19]

Participants

4

Reactant 2

HCID 19800958ethyl-N-cyanoformamidateHCID 221751442,2-dimethyl-2,3-dihydro-1H-inden-1-amine

Product 1

HCID 178422614N-(2,3-dihydro-2,2-dimethyl-1H-inden-1-yl)-N'-cyanoformamidineYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

250 Parts of 2,3-dihydro-2,2-dimethyl-1H-inden-1-amine were dissolved in 80 parts of ethanol. 150 Parts of ethyl-N-cyanoformamidate were added within 10 minutes and the mixture was heated to reflux. The cooled solution was concentrated, the precipitate was filtered off and dried, yielding 316 parts (96%) of N-(2,3-dihydro-2,2-dimethyl-1H-inden-1-yl)-N'-cyanoformamidine; mp. 164°-167° C.

Workup

  1. temperaturethe mixture was heated to reflux
  2. concentrationThe cooled solution was concentrated
  3. filtrationthe precipitate was filtered off
  4. customdried

Sources & evidence

ORD record
ord-ae6246d19f1e47f8a5558dd01d811aba
Source dataset
uspto-grants-1991_02
Patent number
US04994103

Reaction notes

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