Butylamine → HCID 21553906, compound

HRID 267733Notes

Reaction equation

HRID 267733 reaction equation
[Cl-].[NH2:2][C:3]1[CH:8]=[C:7]([NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:6]([C:16]#[N:17])=[C:5]([Cl:18])[N+:4]=1[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].C(N(CC)CC)C.[CH2:32]([NH2:36])[CH2:33][CH2:34][CH3:35]>CO>[Cl-:18].[NH2:2][C:3]1[CH:8]=[C:7]([NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:6]([C:16]#[N:17])=[C:5]([NH:36][CH2:32][CH2:33][CH2:34][CH3:35])[N+:4]=1[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 8007ButylamineHCID 8471TriethylamineHCID 12296740HCID 12296740, compound

Product 1

HCID 21553906HCID 21553906, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.37 gms (.01 mole) of 2-amino-6-chloro-5-cyano-1-n-hexyl-4-n-hexylamino pyridinium chloride (compound II - Table 1) was dissolved in methanol and 1.0 gm (0.01 mole) of triethylamine and 0.8 gms (0.011 mole) of n-butylamine added. The solution was refluxed for 1 hour and on cooling 2.5 gms (60% yield) of 2-amino-6-n-butylamino-5-cyano-1-n-hexyl-4-n-hexylamino pyridinium chloride (compound 42 - Table 2) crystallised out. [m.p. 179° - 180°C. c 64.88 (64.6) H 9.81 (9.78) N17.11 (17.1)].

Workup

  1. temperatureThe solution was refluxed for 1 hour

Sources & evidence

ORD record
ord-69f8ecace544429694ee9c38356c179d
Source dataset
uspto-grants-1976_03
Patent number
US03944557

Reaction notes

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