Hydrochloric Acid → 4,5-Dihydro-4[5-(amino)pentan-1-yl]-3h-1,4,8b-triazaacenaphthylen-5-one.dihydrochloride

HRID 619442Notes

Reaction equation

HRID 619442 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]1[C:24](=[O:25])[C:23]2[N:26]3[C:16](=[CH:17][N:18]=[C:19]3[CH:20]=[CH:21][CH:22]=2)[CH2:15]1)=O)(C)(C)C.[ClH:27]>C(O)C>[ClH:27].[ClH:27].[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]1[C:24](=[O:25])[C:23]2[N:26]3[C:16](=[CH:17][N:18]=[C:19]3[CH:20]=[CH:21][CH:22]=2)[CH2:15]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 211901734,5-Dihydro-4[5-(tert-butoxycarbonylamino)pentan-1-yl]-3H-1,4,8b-triazaacenaphthylen-5-one

Product 1

HCID 218465014,5-Dihydro-4[5-(amino)pentan-1-yl]-3h-1,4,8b-triazaacenaphthylen-5-one.dihydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2.24 g (6.25 mmol) of 4,5-dihydro-4[5-(tert-butoxycarbonylamino)pentan-1-yl]-3H-1,4,8b-triazaacenaphthylen-5-one in 20 ml of ethanol was added 20 ml of conc. HCl. The mixture was stirred for 1.5 hour at room temperature. The solvent was distilled off to leave 2.05 g of the desired compound (quant. a pale brown solid). This product was used in the subsequent reaction without further purification. NMR(200 MHz,D2O)δ: 1.28-1.90(6H,m), 2.94(2H,t,J=7.2 Hz), 3.60(2H,t,J=7.2 Hz), 5.16(2H,s), 7.75(1H,s), 7.82-7.95(3H,m).

Workup

  1. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-d94c328c3fb64c08a17c4df9070289fc
Source dataset
uspto-grants-1999_09
Patent number
US05958942

Reaction notes

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