2,2-Diethoxyethylamine → HCID 85893809, compound

HRID 839607Notes

Reaction equation

HRID 839607 reaction equation
Br[C:2]1[S:3][CH:4]=[N:5][N:6]=1.[CH2:7]([O:9][CH:10]([O:13][CH2:14][CH3:15])[CH2:11][NH2:12])[CH3:8]>C1C=CC=CC=1>[CH2:7]([O:9][CH:10]([O:13][CH2:14][CH3:15])[CH2:11][NH:12][C:2]1[S:3][CH:4]=[N:5][N:6]=1)[CH3:8]

Participants

4

Reactant 2

HCID 695242,2-DiethoxyethylamineHCID 27951982-Bromo-1,3,4-thiadiazole

Product 1

HCID 85893809HCID 85893809, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 2-bromo-1,3,4-thiadiazole (3.14 g.) and aminoacetaldehyde diethyl acetal (5.1 g.) in benzene (75 ml) was refluxed for 20 hours. After cooling, the insoluble material was filtered off. The filtrate was concentrated under reduced pressure to give oil (6.3 g.). The oil was purified by column chromatography on silica gel (120 g.) using benzene and then ethyl acetate as developing solvent to give (1,3,4-thiadiazol-2-yl)aminoacetaldehyde diethyl acetal (3.3 g.), mp 108° to 112° C.

Workup

  1. temperatureAfter cooling
  2. filtrationthe insoluble material was filtered off
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customto give oil (6.3 g.)
  5. customThe oil was purified by column chromatography on silica gel (120 g.)

Sources & evidence

ORD record
ord-524ca8d84f564dd99a0221014270a761
Source dataset
uspto-grants-1978_06
Patent number
US04096263

Reaction notes

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