Potassium Hydroxide → N,N'-bis(4-anilinophenyl)-2,12-dimethyl-4,7,10-trithiatridecanediamide

HRID 1283480

Reaction equation

[SH:1][CH2:2][CH2:3][S:4][CH2:5][CH2:6][SH:7].[NH:8]([C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:26])[C:23]([CH3:25])=[CH2:24])=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[OH-:27].[K+]>C(O)C>[NH:8]([C:15]1[CH:16]=[CH:17][C:18]([NH:21][C:22](=[O:26])[CH:23]([CH3:25])[CH2:24][S:1][CH2:2][CH2:3][S:4][CH2:5][CH2:6][S:7][CH2:24][CH:23]([CH3:25])[C:22]([NH:21][C:18]2[CH:19]=[CH:20][C:15]([NH:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:16][CH:17]=2)=[O:27])=[CH:19][CH:20]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

Conditions

Temperature: 50 °C

Procedure

Sixty-one grams of 2-mercaptoethyl sulfide was added to a solution of 200 grams of N-(4-anilinophenyl) methacrylamide in 2450 milliliters of ethanol. A solution of 5 grams of potassium hydroxide in 50 milliliters of ethanol was then added, and the mixture was heated at 50°C. for 5 hours. Product began to precipitate after about 2 hours. The mixture was then allowed to cool to room temperature and the solid product was filtered off. The product, after drying, weighed 231.5 grams (89 percent of theory) and melted at 131° to 133.5°C.

Workup

customto precipitate after about 2 hours
temperatureto cool to room temperature
filtrationthe solid product was filtered off
customThe product, after drying

Sources & evidence

ORD record: ord-2359960700c54f4585be3a0945ea3e63
Source dataset: uspto-grants-1976_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03975414

Linked notes

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