Thionyl Chloride → HCID 10786113, compound

HRID 1489417Notes

Reaction equation

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

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 10546638HCID 10546638, compound

Product 1

HCID 10786113HCID 10786113, compound

Conditions

Temperature: 80 °C

Procedure

To 2.0 g of (2R)-2-[4-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-4,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl]propanoic acid was added 20 ml of thionyl chloride and the mixture was stirred at 80° C. for 40 minutes. The reaction solution was concentrated under reduced pressure to give 2.1 g of (2R)-2-[4-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-4,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl]propanoyl chloride as a pale yellow oil. This product was used for the next step without purification.

Workup

concentrationThe reaction solution was concentrated under reduced pressure

Sources & evidence

ORD record: ord-0440c9b33ccb425ab73b56c1bbec6a05
Source dataset: uspto-grants-1997_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05677464

Reaction notes

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