Dibutylamine → 2-Amino-5-dibutylamino-1,3,4-thiadiazole

HRID 2286820Notes

Reaction equation

HRID 2286820 reaction equation
[CH2:1]([NH:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].C(N(CC)CC)C.[NH2:17][C:18]1[S:19][C:20](Cl)=[N:21][N:22]=1>C(O)C>[NH2:17][C:18]1[S:19][C:20]([N:5]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:1][CH2:2][CH2:3][CH3:4])=[N:21][N:22]=1

Participants

5

Reactant 3

HCID 8148DibutylamineHCID 8471TriethylamineHCID 3142355-Chloro-1,3,4-thiadiazol-2-amine

Product 1

HCID 128996752-Amino-5-dibutylamino-1,3,4-thiadiazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

28 parts of dibutylamine and 25 parts of triethylamine are added to 27 parts of 2-amino-5-chloro-1,3,4-thiadiazole in 200 parts of ethanol. The reaction mixture is heated under reflux for 2 hours and then concentrated to dryness. The residue is suspended in 250 ml of water and filtered. The 2-amino-5-dibutylamino-1,3,4-thiadiazole obtained in this manner can be recrystallised from ethanol/water. Melting point: 116°-117°

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureunder reflux for 2 hours
  3. concentrationconcentrated to dryness
  4. filtrationfiltered

Sources & evidence

ORD record
ord-eaef3371ec2a4ea4a9dec2ce4d55610d
Source dataset
uspto-grants-1981_05
Patent number
US04268438

Reaction notes

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