Isobutylamine → HCID 54505442, compound

HRID 436758Notes

Reaction equation

HRID 436758 reaction equation
[CH2:1]([NH2:5])[CH:2]([CH3:4])[CH3:3].[N:6]([C:17]([N:23]=[C:24]=[S:25])([CH2:19][CH:20]([CH3:22])[CH3:21])[CH3:18])=[N:7][C:8]([N:14]=[C:15]=[S:16])([CH2:10][CH:11]([CH3:13])[CH3:12])[CH3:9].[N-:26]=[C:27]=S.[CH3:29][CH2:30][CH2:31]CC>>[N:7]([C:8]([NH:14][C:15]([NH:26][CH2:27][CH:30]([CH3:31])[CH3:29])=[S:16])([CH2:10][CH:11]([CH3:12])[CH3:13])[CH3:9])=[N:6][C:17]([NH:23][C:24]([NH:5][CH2:1][CH:2]([CH3:4])[CH3:3])=[S:25])([CH2:19][CH:20]([CH3:21])[CH3:22])[CH3:18]

Participants

5

Reactant 4

HCID 6558IsobutylamineHCID 8003PentaneHCID 53761460HCID 53761460, compoundHCID 178418790HCID 178418790, compound

Product 1

HCID 54505442HCID 54505442, compound

Procedure

To a solution of 3.13 grams (0.0428 moles) of isobutylamine in 20 ml of pentane in a 50 ml erlenmeyer flask, cooled by a water bath, was added dropwise with stirring 6.9 grams (0.0214 moles) of 2,2'-azobis (2-isothiocyanato-4-methylpentane) (from Example XXX). The reaction mixture was stirred for 3 hours and the pentane evaporated under reduced pressure leaving 8.5 grams (85% crude yield) of a brown oil. The infrared spectrum of the product showed a strong broad band at 1530-1555 cm-1 (indicative of the ##STR49## group in these azos) a NH band at 3300 cm-1 and the absence of the isothiocyanate band at 2000-2130 cm-1 that was present in the starting material.

Workup

  1. additionwas added dropwise
  2. customthe pentane evaporated under reduced pressure
  3. customleaving 8.5 grams (85% crude yield) of a brown oil

Sources & evidence

ORD record
ord-13419e342a844ca2a565ea82be18ddf2
Source dataset
uspto-grants-1977_06
Patent number
US04028344

Reaction notes

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