Allylamine → HCID 178457548, compound

HRID 2309004Notes

Reaction equation

HRID 2309004 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].[CH2:18]([NH2:21])[CH:19]=[CH2:20]>C(O)C>[CH2:18]([NH:21][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)=[N:3][C:1]#[N:2])[CH:19]=[CH2:20]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 178503884HCID 178503884, compound

Product 1

HCID 178457548HCID 178457548, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 24.5 g of N'-cyano-N-(1,2,3,4-tetrahydro-1-naphthyl)-S-methylisothiourea and 38 ml of allylamine in 400 ml of ethanol was heated at reflux for 87 hours. The solvent was removed from the reaction mixture by evaporation in vacuo, leaving a pale yellow semisolid which was crystallized from isopropyl acetate to give 11 g of N-allyl-N"-cyano-N'-(1,2,3,4-tetrahydro-1-naphthyl)guanidine as a white, crystalline solid, mp 130°-132° C.

Workup

  1. temperatureat reflux for 87 hours
  2. customThe solvent was removed from the reaction mixture by evaporation in vacuo
  3. customleaving a pale yellow semisolid which
  4. customwas crystallized from isopropyl acetate

Sources & evidence

ORD record
ord-7c0b792ae949419fb9adb2169c4a40c4
Source dataset
uspto-grants-1987_09
Patent number
US04692467

Reaction notes

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