12-Methoxydodecanamide → 6,12-Dithiatetradecanamide

HRID 862985Notes

Reaction equation

[C:1]([OH:16])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][S:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][S:12][CH2:13][CH3:14].C(Cl)(=O)CCCCSCCCCCSCC.COCCCCCCCCCCCC(Cl)=O.COCCCCCCCCCCCC([NH2:64])=O>>[C:1]([NH2:64])(=[O:16])[CH2:2][CH2:3][CH2:4][CH2:5][S:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][S:12][CH2:13][CH3:14]

Participants

Reactant 4

HCID 983750412-Methoxydodecanamide

HCID 98381736,12-Dithiatetradecanoic acid

HCID 1961175912-Methoxydodecanoyl chloride

HCID 196117916,12-Dithiatetradecanoyl chloride

Product 1

HCID 196117746,12-Dithiatetradecanamide

Procedure

When 6,12-dithiatetradecanoic acid is substituted for an equivalent amount of 12-methoxydoecanoic acid in Example 11 and then the resulting 6,12-dithiatetradecanoyl chloride is substituted for an equivalent amount of the 12-methoxydodecanoyl chloride in Example 12, the compound 6,12-dithiatetradecanamide is prepared and can be used in place of the 12-methoxy-dodecanamide with substantially similar antiviral results.

Sources & evidence

ORD record: ord-8ae8fd0546fc4790b80bdcb1d547e585
Source dataset: uspto-grants-1998_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05719290

Reaction notes

Loading…