4'-(Bromomethyl)-2-cyanobiphenyl → HCID 67582513, compound

HRID 1416406Notes

Reaction equation

HRID 1416406 reaction equation
[NH2:1][C:2]1[S:3][CH:4]([CH2:7][CH3:8])[NH: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>CO>[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 15019124'-(Bromomethyl)-2-cyanobiphenylHCID 53967705HCID 53967705, compound

Product 1

HCID 67582513HCID 67582513, compoundYield 110.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 10 ml of methanol, 2.7 g of 2-amino-5-ethyl-1,3,4-thiadiazoline and 1.3 g of 4'-bromomethyl-2-cyanobiphenyl were added, followed by heating under reflux for 20 hours. After the reaction mixture was cooled, crystals so precipitated were collected by filtration. The resulting crystals were washed successively with methanol and diethyl ether and then dried, whereby 2.12 g of the title compound was obtained.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 20 hours
  3. temperatureAfter the reaction mixture was cooled
  4. customcrystals so precipitated
  5. filtrationwere collected by filtration
  6. washThe resulting crystals were washed successively with methanol and diethyl ether
  7. customdried

Sources & evidence

ORD record
ord-37e3ff7093b74f2ea206b1e715705e94
Source dataset
uspto-grants-1999_06
Patent number
US05912353

Reaction notes

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