Pentyl nitrite → HCID 86739777, compound

HRID 1381019Notes

Reaction equation

HRID 1381019 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH3:13])[C:5]([CH2:8][CH2:9][CH2:10][CH2:11][NH2:12])=[N:6][CH:7]=1.[F:14][B-:15]([F:18])([F:17])[F:16].[H+].[N:20](OCCCCC)=O>C(O)C.C(OCC)C>[F:14][B-:15]([F:18])([F:17])[F:16].[N+:1](=[C:2]1[CH:7]=[N:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][NH2:12])=[C:4]([CH3:13])[CH2:3]1)=[N-:20]

Participants

6

Reactant 3

HCID 10026Pentyl nitriteHCID 28118Tetrafluoroboric acidHCID 13094269HCID 13094269, compound

Product 1

HCID 86739777HCID 86739777, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A cooled (0° C.) mixture of 5-amino-2-[4-amino-butyl]-3-methylpyridine (0.86 g) and fluoroboric acid (5 ml) in ethanol (30 ml) was reacted with amyl nitrite (3 ml) over 15 minutes and then stirred for a further 15 minutes, diluted with diethyl ether at 0° C. to give 5-diazo-2-(4-aminobutyl)-3-methylpyridine fluoroborate (1.88 g) m.p. 80°-120° C. (dec).

Workup

  1. temperatureA cooled

Sources & evidence

ORD record
ord-6f31d636fef147e7bfc086a02d7a0175
Source dataset
uspto-grants-1986_04
Patent number
US04584381

Reaction notes

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