2-Amino-5-ethyl-1,3,4-thiadiazole → HCID 67582513, compound

HRID 1416411Notes

Reaction equation

HRID 1416411 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH2:7][CH3:8])=[N:5][N:6]=1.[Br:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[C:23]#[N:24])=[CH:13][CH:12]=1>CC(C)=O>[BrH:9].[CH2:7]([C:4]1[S:3][C:2](=[NH:1])[N:6]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]#[N:24])=[CH:15][CH:16]=2)[N:5]=1)[CH3:8]

Participants

4

Reactant 2

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

Product 1

HCID 67582513HCID 67582513, compoundYield 111.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To 10 ml of acetone, 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 acetone and diethyl ether and then dried, whereby 2.14 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 acetone and diethyl ether
  7. customdried

Sources & evidence

ORD record
ord-94d8e4baa0794077ab90b7043ed12bb9
Source dataset
uspto-grants-1999_06
Patent number
US05912353

Reaction notes

Loading…