Sodium Methoxide → HCID 11469493, compound

HRID 1109581Notes

Reaction equation

HRID 1109581 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:10]=[CH:9][S:8][C:7]=1[C:11]([O:13]C)=O.C[O-].[Na+]>C1(C)C=CC=CC=1.CO>[S:5]1[C:6]2[CH:10]=[CH:9][S:8][C:7]=2[C:11](=[O:13])[NH:2][CH2:3][CH2:4]1

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 19020435HCID 19020435, compound

Product 1

HCID 11469493HCID 11469493, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 1140TolueneSolvent

Procedure

1.0 g of methyl 3-[(2-aminoethyl)thio]-2-thiophenecarboxylate hydrochloride was suspended in 20 ml of toluene under argon, whereupon 9.4 ml of 1N sodium methylate solution in methanol were added. After the reaction finished, the mixture was evaporated in vacuo and the residue was treated with 20 ml of water. The crystals were removed by filtration, washed with water and dried. By recrystallization there was obtained 3,4-dihydrothieno-[2,3-f][1,4]thiazepin-5(2H)-one as white crystals of m.p. 186°-188°. The reaction can also be carried out with 1.1 mol equivalents of potassium tert-butylate solution in toluene.

Workup

  1. additionwere added
  2. customthe mixture was evaporated in vacuo
  3. additionthe residue was treated with 20 ml of water
  4. customThe crystals were removed by filtration
  5. washwashed with water
  6. customdried
  7. customBy recrystallization there

Sources & evidence

ORD record
ord-86ccf4d2e462490d8fc0e394799d25c9
Source dataset
uspto-grants-1994_06
Patent number
US05321021

Reaction notes

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