Hydrochloric Acid → HCID 178457582, compound

HRID 1736355Notes

Reaction equation

HRID 1736355 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-326fbdb26dc8483297ef3b536b87eb0d
Source dataset
uspto-grants-1996_07
Patent number
US05541180

Reaction notes

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