Hydrochloric Acid → HCID 54071646, compound

HRID 444305Notes

Reaction equation

HRID 444305 reaction equation
[CH3:1][C:2]1[S:3][C:4]([CH:7]=[CH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH:17]2[O:19][CH2:18]2)=[N:5][N:6]=1.[ClH:20]>C(O)C.CCOCC>[CH3:1][C:2]1[S:3][C:4]([CH:7]=[CH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH:17]([OH:19])[CH2:18][Cl:20])=[N:5][N:6]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 53934759HCID 53934759, compound

Product 1

HCID 54071646HCID 54071646, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

1 g of 2-methyl-5-[2-(2,3-epoxypropoxy)-styryl]1,3,4-thiadiazole is left to stand in a mixture of 100 ml of ethanol and 5 ml of a 3 N solution of hydrogen chloride in ether for 12 hours. The precipitate formed is filtered off, washed neutral with ether and chromatographed on silica gel, using chloroform. Evaporation to dryness of the eluates containing the product gives spectroscopically pure 2-methyl-5-[2-(2-hydroxy-3-chloro-propoxy)-styryl]-1,3,4-thiadiazole of melting point 168°-170° C.

Workup

  1. customThe precipitate formed
  2. filtrationis filtered off
  3. washwashed neutral with ether
  4. customchromatographed on silica gel
  5. customEvaporation to dryness of the eluates
  6. additioncontaining the product

Sources & evidence

ORD record
ord-3340fa75ea154b7e9fbb49c021086964
Source dataset
uspto-grants-1981_04
Patent number
US04263430

Reaction notes

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