Octylamine → Propanamide, 3,3'-dithiobis[N-octyl-

HRID 1424665Notes

Reaction equation

C[C:2](C)([CH2:6][S:7][S:8][CH2:9][CH2:10][C:11]([NH2:13])=[O:12])[C:3]([NH2:5])=[O:4].[CH2:15](N)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>CO>[CH2:15]([NH:13][C:11](=[O:12])[CH2:10][CH2:9][S:8][S:7][CH2:6][CH2:2][C:3]([NH:5][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[O:4])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

Conditions

Temperature: 5 °C

Procedure

238 g (1 mol) of dimethyl 3,3′-dithiodipropionamide and 280 g (2.17 mol) of n-octylamine were added into 300 ml of methanol in a 1,000 ml reaction flask, and the reactants stirred at 5° C. for 5 days (under nitrogen atmosphere, if desired). The reaction mixture was then cooled to −10° C., and separated by centrifuging to give 329 g of a solid of N,N′-di-n-octyl-3,3′-dithiodipropionamide (purity >95%, yield 76%). The mother liquor was recycled after methanol was recovered by evaporation.

Workup

temperatureThe reaction mixture was then cooled to −10° C.
customseparated by centrifuging

Sources & evidence

ORD record: ord-a79168c1f9a24be58ea49879b27b8391
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08927735B2

Reaction notes

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