Hydrochloric Acid → HCID 54071646, compound

HRID 1659867Notes

Reaction equation

HRID 1659867 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 for 12 hours in a mixture of 100 ml of ethanol and 5 ml of a 3 N solution of hydrogen chloride in ether. The precipitate formed is filtered off, washed neutral with ether and chromatographed on silica gel, using chloroform. The product eluates, when evaporated to dryness, give 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. customwhen evaporated to dryness

Sources & evidence

ORD record
ord-f98267158719489c8a7f9b4f3ec190a7
Source dataset
uspto-grants-1981_12
Patent number
US04305950

Reaction notes

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