Carbon Disulfide → HCID 17820519, compound

HRID 589229Notes

Reaction equation

HRID 589229 reaction equation
[CH2:1]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[O-2].[Zn+2:39].[Zn].[C:41](=[S:43])=[S:42]>>[CH2:20]([N:19]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:41](=[S:42])[S-:43])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37].[Zn+2:39].[CH2:20]([N:19]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:41](=[S:42])[S-:43])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]

Participants

5

Reactant 4

HCID 6348Carbon DisulfideHCID 23994ZincHCID 66989DioctadecylamineHCID 3007857Zinc Oxide

Product 1

HCID 17820519HCID 17820519, compound

Conditions

Temperature
70 °C

Procedure

To a 250 mL round bottomed flask was placed 60 g of dioctadecylamine (a fatty amine derived from a natural oil) and 2.40 g of zinc oxide. Carbon disulfide, 9.0 g, was then added dropwise, and the mixture was stirred for 30 minutes. The flask was then stirred and heated for 2 hours at 70° C., and then stirred for an addition 2 hours at 90° C. A vacuum was then applied to remove water of reaction and the temperature was increased to 130° C., and the reaction was maintained in this state for 3 hours. The pale yellow material was then filtered through Celite at 120° C., to give, upon standing at ambient temperature a waxy solid with a Zn content of 4.2%.

Workup

  1. customTo a 250 mL round bottomed flask was placed
  2. stirringThe flask was then stirred
  3. stirringstirred for an addition 2 hours at 90° C
  4. customto remove
  5. customwater of reaction
  6. temperaturethe temperature was increased to 130° C.
  7. temperaturethe reaction was maintained in this state for 3 hours
  8. filtrationThe pale yellow material was then filtered through Celite at 120° C.
  9. customto give
  10. customupon standing at ambient temperature

Sources & evidence

ORD record
ord-f3143085ded9419dacbe45c227c2d6fa
Source dataset
uspto-grants-2016_01
Patent number
US09228150B2

Reaction notes

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