Hydrochloric Acid → HCID 54071646, compound

HRID 223375Notes

Reaction equation

HRID 223375 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 in a mixture of 100 ml of ethanol and 5 ml of a 3 N solution of hydrogen chloride in ether is left to stand for 12 hours. The precipitate formed is filtered off, washed neutral with ether and chromatographed over silica gel, using chloroform. The product eluates are evaporated to dryness, giving spectroscopically pure 2-methyl-5-[2-(2-hydroxy-3-chloropropoxy)-styryl]-1,3,4-thiadiazole of melting point 168°-170° C.

Workup

  1. waitis left
  2. customThe precipitate formed
  3. filtrationis filtered off
  4. washwashed neutral with ether
  5. customchromatographed over silica gel
  6. customThe product eluates are evaporated to dryness

Sources & evidence

ORD record
ord-6202c01106cc4d9e9596b0ee18f61733
Source dataset
uspto-grants-1982_10
Patent number
US04353917

Reaction notes

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