Thionyl Chloride → HCID 86643338, compound

HRID 1948299Notes

Reaction equation

HRID 1948299 reaction equation
[CH3:1][S:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([OH:10])=O)[N:7]=1.S(Cl)([Cl:13])=O>>[CH3:1][S:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([Cl:13])=[O:10])[N:7]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 252195252-(Methylsulfanyl)-1,3-thiazole-4-carboxylic acid2×

Product 1

HCID 86643338HCID 86643338, compound

Procedure

2-(Methylthio)-1,3-thiazole-4-carboxylic acid (Intermediate 11; 1.0 g) in thionyl chloride (10 ml) was heated to reflux for 30 min. The solution was cooled to room temperature and concentrated in vacuo. The residue was washed with anhydrous THF and concentrated to yield a black solid which was dried and stored cold under nitrogen (1.2 g). NMR (CDCl3): 2.76 (s, 3H), 8.32 (s, 1H).

Workup

  1. temperatureto reflux for 30 min
  2. concentrationconcentrated in vacuo
  3. washThe residue was washed with anhydrous THF
  4. concentrationconcentrated
  5. customto yield a black solid which
  6. customwas dried

Sources & evidence

ORD record
ord-1e42f4d4514e43b4bf81469e89f8db34
Source dataset
uspto-grants-2013_03
Patent number
US08399489B2

Reaction notes

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