Butylamine → HCID 178449185, compound

HRID 1788633Notes

Reaction equation

HRID 1788633 reaction equation
[C:1]([NH:3][C:4](=[N:7][CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)SC)#[N:2].[CH2:18]([NH2:22])[CH2:19][CH2:20][CH3:21]>C(#N)C>[C:1]([N:3]=[C:4]([NH:7][CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)[NH:22][CH2:18][CH2:19][CH2:20][CH3:21])#[N:2]

Participants

4

Reactant 2

HCID 8007ButylamineHCID 10198757HCID 10198757, compound

Product 1

HCID 178449185HCID 178449185, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 12.3 g of N-cyano-N'-(1,2,3,4-tetrahydro-1-naphthyl)-S-methylisothiourea and 20 ml of n-butylamine in 100 ml of acetonitrile was heated at reflux with stirring for 100 hours. The solvent was removed by evaporation in vacuo. The residual oil was dissolved in methylene chloride, and the solution was washed with three 80 ml portions of 3N hydrochloric acid and then dried over anhydrous sodium sulfate. The methylene chloride was removed by evaporation in vacuo, leaving as residue N"-cyano-N-n-butyl-N'-(1,2,3,4-tetrahydro-1-naphthyl)guanidine as 9.73 g of a pale yellow, viscous oil.

Workup

  1. temperatureat reflux
  2. customThe solvent was removed by evaporation in vacuo
  3. dissolutionThe residual oil was dissolved in methylene chloride
  4. washthe solution was washed with three 80 ml portions of 3N hydrochloric acid
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe methylene chloride was removed by evaporation in vacuo

Sources & evidence

ORD record
ord-69bb52a824db4c9e93cac19f6247b419
Source dataset
uspto-grants-1987_08
Patent number
US04684398

Reaction notes

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