Phenothiazine → HCID 131722452, compound

HRID 1532513Notes

Reaction equation

[C:1]([S:26]([NH:29][CH2:30][CH3:31])(=[O:28])=[O:27])([C:4]([C:7]([C:10]([C:13]([C:16]([C:19]([C:22]([F:25])([F:24])[F:23])([F:21])[F:20])([F:18])[F:17])([F:15])[F:14])([F:12])[F:11])([F:9])[F:8])([F:6])[F:5])([F:3])[F:2].C(N(CC)CC)C.C1C2NC3C(=CC=CC=3)SC=2C=CC=1.[C:53]([O:57][CH2:58][CH3:59])(=[O:56])[CH:54]=[CH2:55]>C1(C)C=CC=CC=1>[C:1]([S:26]([N:29]([CH2:55][CH2:54][C:53]([O:57][CH2:58][CH3:59])=[O:56])[CH2:30][CH3:31])(=[O:27])=[O:28])([C:4]([C:7]([C:10]([C:13]([C:16]([C:19]([C:22]([F:24])([F:25])[F:23])([F:21])[F:20])([F:18])[F:17])([F:15])[F:14])([F:12])[F:11])([F:9])[F:8])([F:6])[F:5])([F:3])[F:2]

Participants

Conditions

Temperature: 97 °C

Procedure

In a 1-L, three-necked flask, fitted with a condenser, stirrer, and thermometer were placed 263 g (0.5 mole) of C8F17SO2N(C2H5)H, 15 g of triethylamine, 3 g of phenothiazine, 150 g toluene and 90 g (0.9 mole) of ethyl acrylate. The reaction mixture was stirred and heated at reflux (about 97° C.) for 16 hours to yield the known adduct C8F17SO2N(C2H5)C2H4COOC2H5 in 97% yield as shown by H-NMR analysis. The adduct was isolated by stripping off the toluene solvent, triethyl amine and excess ethyl acrylate under water aspirator pressure.

Workup

temperatureheated

Sources & evidence

ORD record: ord-3f596f4409c64dafa542ef2c38506914
Source dataset: uspto-grants-2001_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06201122B1

Reaction notes

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