Isopropanol → HCID 67582513, compound

HRID 1416409Notes

Reaction equation

HRID 1416409 reaction equation
C(O)(C)C.[NH2:5][C:6]1[S:7][C:8]([CH2:11][CH3:12])=[N:9][N:10]=1.[Br:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[C:27]#[N:28])=[CH:17][CH:16]=1>O>[BrH:13].[CH2:11]([C:8]1[S:7][C:6](=[NH:5])[N:10]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]#[N:28])=[CH:19][CH:20]=2)[N:9]=1)[CH3:12]

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 264442-Amino-5-ethyl-1,3,4-thiadiazoleHCID 15019124'-(Bromomethyl)-2-cyanobiphenyl

Product 1

HCID 67582513HCID 67582513, compoundYield 110.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixed solution of 7.5 ml of isopropyl alcohol and 2.5 ml of water, 2.7 g of 2-amino-5-ethyl-1,3,4-thiadiazole and 1.3 g of 4'-bromomethyl-2-cyanobiphenyl were added, followed by heating under reflux for 2 hours. After the reaction mixture was cooled, the crystals so precipitated were collected by filtration, washed successively with isopropyl alcohol and diethyl ether and then dried, whereby 2.11 g of the title compound was obtained.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 2 hours
  3. temperatureAfter the reaction mixture was cooled
  4. customthe crystals so precipitated
  5. filtrationwere collected by filtration
  6. washwashed successively with isopropyl alcohol and diethyl ether
  7. customdried

Sources & evidence

ORD record
ord-c2523e14765643f3aeca07b22a735315
Source dataset
uspto-grants-1999_06
Patent number
US05912353

Reaction notes

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