Hydrochloric Acid → HCID 178457582, compound

HRID 55377Notes

Reaction equation

HRID 55377 reaction equation
C([N:3]=[C:4]([NH:21][CH:22]([CH3:24])[CH3:23])[NH:5][CH2:6][CH2:7][CH2:8][NH:9][CH2:10][CH:11]1[CH2:16][CH2:15][C:14]2[CH:17]=[CH:18][CH:19]=[CH:20][C:13]=2[O:12]1)#N.[ClH:25]>>[ClH:25].[ClH:25].[O:12]1[C:13]2[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=2[CH2:15][CH2:16][CH:11]1[CH2:10][NH:9][CH2:8][CH2:7][CH2:6][NH:5][C:4]([NH:21][CH:22]([CH3:24])[CH3:23])=[NH:3]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 178457557HCID 178457557, compound

Product 1

HCID 178457582HCID 178457582, compoundYield 44.4%

Procedure

A mixture of 2.6 g of (±)-N"-cyano-N-[3-[[(3,4-dihydro-2H-1-benzopyran-2-yl)methyl]amino]propyl]-N'-(1-methylethyl)guanidine in 20 ml of hydrochloric acid 6N was stirred for 2 hours at reflux temperature. The reaction mixture was evaporated and the residue was dissolved in 10 ml of methanol. This solution was filtered and the filtrate was evaporated. The oily residue was dissolved in 10 ml of ethanol. The mixture was filtered and the filtrate was evaporated, yielding 1.32 g (44.4%) of (±)-N-[3-[[(3,4-dihydro-2H-1-benzopyran-2-yl)methyl]amino]propyl]-N'-(1-methylethyl)-guanidine dihydrochloride; mp. 97.5° C. (comp. 150).

Workup

  1. temperatureat reflux temperature
  2. customThe reaction mixture was evaporated
  3. dissolutionthe residue was dissolved in 10 ml of methanol
  4. filtrationThis solution was filtered
  5. customthe filtrate was evaporated
  6. dissolutionThe oily residue was dissolved in 10 ml of ethanol
  7. filtrationThe mixture was filtered
  8. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-497361da05594dbe96cef9dc5e3ff9bb
Source dataset
uspto-grants-1997_04
Patent number
US05624952

Reaction notes

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