Potassium Iodide → HCID 21260106, compound

HRID 398754Notes

Reaction equation

[CH2:1]([SH:19])[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].Br[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([NH2:33])=[O:32].[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>CN(C)C(=O)C>[CH2:1]([S:19][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([NH2:33])=[O:32])[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]

Participants

Conditions

Temperature: 100 °C

Procedure

13.2 Grams of octadecanethiol, 14.3 g of 11-bromoundecanamide, 1.7 g of potassium iodide, 20.7 g of potassium carbonate and 100 ml of N,N-dimethylacetamide were charged in a flask equipped with a stirrer, a condenser and a calcium chloride drying tube and stirred with heating at 100° C. for 5 hours. The reaction mixture was cooled to room temperature and, then, introduced into ice water, and the precipitated crystal was filtered off under reduced pressure and washed with distilled water. The crystal was recrystallized from 2-propanol to obtain 16.4 g of the desired product. m.p. 108° C.

Workup

customequipped with a stirrer, a condenser and a calcium chloride drying tube
temperatureThe reaction mixture was cooled to room temperature
filtrationthe precipitated crystal was filtered off under reduced pressure
washwashed with distilled water
customThe crystal was recrystallized from 2-propanol

Sources & evidence

ORD record: ord-bbfbac776f434bf4b981d18434962bfe
Source dataset: uspto-grants-1998_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05817599

Reaction notes

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