Acetic Anhydride → HCID 19779198, compound

HRID 2081960Notes

Reaction equation

[C:1]([O:4][CH2:5][C:6]([C:9]1[CH:14]=[C:13]([NH:15][C:16]2[S:17][CH:18]=[CH:19][N:20]=2)[CH:12]=[C:11]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:10]=1[OH:25])([CH3:8])[CH3:7])(=[O:3])[CH3:2].[C:26](OC(=O)C)(=[O:28])[CH3:27]>>[C:1]([O:4][CH2:5][C:6]([C:9]1[CH:14]=[C:13]([N:15]([C:26](=[O:28])[CH3:27])[C:16]2[S:17][CH:18]=[CH:19][N:20]=2)[CH:12]=[C:11]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:10]=1[OH:25])([CH3:8])[CH3:7])(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 19779202HCID 19779202, compound

Product 1

HCID 19779198HCID 19779198, compound

Conditions

Temperature: 100 °C

Procedure

A mixture consisting of 0.50 g of Compound 13 (prepared in Example 13) and 6 ml of acetic anhydride was heated at 100° C. for 1 hour. The reaction mixture was then cooled to ambient temperature and concentrated. The resulting crude product was purified by silica gel column chromatography (diethyl ether-hexane=1:2) to give 0.50 g of the desired compound as a colorless solid. The structure and physical properties of this product compound are shown in Table 2.

Workup

temperatureThe reaction mixture was then cooled to ambient temperature
concentrationconcentrated
customThe resulting crude product was purified by silica gel column chromatography (diethyl ether-hexane=1:2)

Sources & evidence

ORD record: ord-299df80628714cdbb077951b9c3ee83f
Source dataset: uspto-grants-1993_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05187161

Reaction notes

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