Acetyl chloride → HCID 18697661, compound

HRID 650608Notes

Reaction equation

HRID 650608 reaction equation
[C:1]([C:3]1[S:11][C:6]2[S:7][CH2:8][CH2:9][NH:10][C:5]=2[CH:4]=1)#[N:2].C(N(CC)CC)C.[C:19](Cl)(=[O:21])[CH3:20].C(OCC)(=O)C>ClCCl.O>[C:19]([N:10]1[CH2:9][CH2:8][S:7][C:6]2[S:11][C:3]([C:1]#[N:2])=[CH:4][C:5]1=2)(=[O:21])[CH3:20]

Participants

7

Reactant 4

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 21712668HCID 21712668, compound

Product 1

HCID 18697661HCID 18697661, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a mixture of 6-cyano-2,3-dihydrothieno[2,3-b][1,4]thiazine (0.3 g) and triethylamine (0.46 ml) in dichloromethane (10 ml) was dropwise added acetyl chloride (0.23 ml). After stirring for 5 hours at room temperature, the reaction mixture was poured into a mixture of ethyl acetate and water. The organic layer was successively washed with brine and dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was pulverized from diisopropyl ether to give 1-acetyl-6-cyano-2,3-dihydrothieno [2,3-b][1,4] thiazine (0.33 g)

Workup

  1. washThe organic layer was successively washed with brine
  2. dry with materialdried over magnesium sulfate
  3. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-5619d06a10c148dc8114a8a8ade5fbfc
Source dataset
uspto-grants-2001_08
Patent number
US06274619B1

Reaction notes

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