Chloroacetaldehyde → HCID 21412819, compound

HRID 1658970Notes

Reaction equation

HRID 1658970 reaction equation
[CH3:1][C:2]1[C:8]([S:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].Cl[CH2:12][CH:13]=[O:14].C(=O)([O-])[O-].[Na+].[Na+]>>[CH3:1][C:2]1[C:8]([S:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][CH2:12][CH:13]=[O:14]

Participants

4

Reactant 3

HCID 33ChloroacetaldehydeHCID 10340Sodium CarbonateHCID 184083602-Methyl-3-(methylthio)benzenamine

Product 1

HCID 21412819HCID 21412819, compound

Conditions

Temperature
150 °C

Procedure

2-Methyl-3-methylthioaniline (0.3 mole), the dimethyl acetal of 2-chloroacetaldehyde (0.3 mole) and sodium carbonate (20 grams) are charged into a glass reaction flask equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture is heated to about 150°C for a period of about 8 hours. After this time the mixture is filtered and the filrate is distilled to yield the desired product the dimethyl acetal of 2-(2-methyl-3-methylthioanilino)acetaldehyde.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. filtrationAfter this time the mixture is filtered
  4. distillationthe filrate is distilled

Sources & evidence

ORD record
ord-b9eb8a10f15c47f5a13943cddaaf878d
Source dataset
uspto-grants-1976_06
Patent number
US03966811

Reaction notes

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