Methylamine → HCID 178485027, compound

HRID 1789411Notes

Reaction equation

HRID 1789411 reaction equation
[C:1]([N:3]=[C:4](SC)[NH:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8][CH2:7]1)#[N:2].[CH3:18][NH2:19]>C(O)C>[C:1]([N:3]=[C:4]([NH:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8][CH2:7]1)[NH:19][CH3:18])#[N:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 178503884HCID 178503884, compound

Product 1

HCID 178485027HCID 178485027, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 12.3 g of N'-cyano-N-(1,2,3,4-tetrahydro-1-naphthyl)-S-methylisothiourea and 20 ml of 33% ethanolic methylamine in 200 ml of ethanol was heated at reflux with stirring for 22 hours. The solvent was then removed by evaporation in vacuo, leaving the crude product as a glassy, amorphous solid. Crystallization from a mixture of isopropyl acetate, methylcyclohexane and 2-propanol gave 7.03 g of N"-cyano-N-methyl-N'-(1,2,3,4-tetrahydro-1-naphthyl)guanidine as a white, crystalline solid, mp 169°-170° C.

Workup

  1. temperatureat reflux
  2. customThe solvent was then removed by evaporation in vacuo
  3. customleaving the crude product as a glassy,
  4. customCrystallization
  5. additionfrom a mixture of isopropyl acetate, methylcyclohexane and 2-propanol

Sources & evidence

ORD record
ord-7f6895ba5ca84377a6aeef1d151e9b4b
Source dataset
uspto-grants-1987_08
Patent number
US04689348

Reaction notes

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