Methyl Isocyanate → HCID 54242808, compound

HRID 1659142Notes

Reaction equation

HRID 1659142 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][N:5]1[C:9](=[O:10])[CH2:8][S:7][C:6]1=[N:11][OH:12].[CH3:13][N:14]=[C:15]=[O:16]>C(Cl)Cl.C(N(CC)CC)C>[CH3:1][O:2][CH2:3][CH2:4][N:5]1[C:9](=[O:10])[CH2:8][S:7][C:6]1=[N:11][O:12][C:15](=[O:16])[NH:14][CH3:13]

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 713968532-(Hydroxyimino)-3-(2-methoxyethyl)-1,3-thiazolidin-4-one

Product 1

HCID 54242808HCID 54242808, compound

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 5.4 g 3-(2-methoxyethyl)-2-oximino-4-thiazolidinone in 50 ml methylene chloride, 4.0 g of methylisocyanate and 4 drops of triethylamine was kept in a pressure bottle for 16 hours at ambient temperature. On concentration under reduced pressure the reddish brown liquid was dissolved in methanol, decolorized with charcoal and concentrated. The desired produced was crystallized from methanol. Weight 5.5 g., m.p. 153°-155°C.

Workup

  1. concentrationOn concentration under reduced pressure the reddish brown liquid
  2. dissolutionwas dissolved in methanol
  3. concentrationconcentrated
  4. customThe desired produced
  5. customwas crystallized from methanol

Sources & evidence

ORD record
ord-85ec805e002d4fba8f0b06e6f4e1aa0d
Source dataset
uspto-grants-1976_06
Patent number
US03966953

Reaction notes

Loading…