X 100 → HCID 178503250, compound

HRID 1439462Notes

Reaction equation

HRID 1439462 reaction equation
Cl[CH2:2][CH2:3][NH:4][C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([S:14][CH3:15])=[CH:10][CH:9]=1)=[O:6].CCC(COC(C(N(CC[NH+](C)C)C)=O)(C1C=CC=CC=1)C1C=CC=CC=1)CC.[Cl-].O1CCNC1>O>[CH3:15][S:14][C:11]1[CH:12]=[CH:13][C:8]([N:7]=[C:5]2[NH:4][CH2:3][CH2:2][O:6]2)=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 19153X 100HCID 263938N'-(2-Chloroethyl)-N-[4-(methylsulfanyl)phenyl]carbamimidic acidHCID 5366831,3-Oxazolidine

Product 1

HCID 178503250HCID 178503250, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 15 g. (0.06 mole) of N-(2-chloroethyl)-N'-(4-methylthiophenyl)urea and 3 drops of Triton® X-100 surfactant, a polyoxyethylated derivative of alkylphenol, in 500 ml. of water is refluxed in 11/4 hours. The solution is cooled to room temperature and filtered. The filtrate is basified with ammonium hydroxide in order to precipitate the desired product. The product is filtered, washed with water, and air dried to yield 9 g. (70% of theory) of the desired oxazolidine, m.p. 124°-126° C.

Workup

  1. additionA suspension of 15 g
  2. filtrationfiltered
  3. customto precipitate the desired product
  4. filtrationThe product is filtered
  5. washwashed with water, and air
  6. customdried
  7. customto yield 9 g

Sources & evidence

ORD record
ord-74808508b0c84f5eba9a8201f3489f5a
Source dataset
uspto-grants-1977_11
Patent number
US04059697

Reaction notes

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