Water → HCID 178484691, compound

HRID 476650Notes

Reaction equation

HRID 476650 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[N:4][N:3]=1.C(N(CC)CC)C.[CH3:14][N:15]([CH3:19])[C:16](Cl)=[O:17].O>C(#N)C>[CH3:14][N:15]([CH3:19])[C:16](=[O:17])[NH:1][C:2]1[NH:6][N:5]=[N:4][N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 178509299HCID 178509299, compound

Product 1

HCID 178484691HCID 178484691, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Anhydrous 5-aminotetrazole (8.5 g, 0.1 mole) was slurried in 150 ml of acetonitrile. On the addition of triethylamine (10 g, 0.1 mole), the solids dissolved. Dimethylcarbamoyl chloride (13 g, 0.12 mole) was added at once with no exotherm. The mixture was refluxed two hours with the formation of white solids. After cooling, the material was added to cold water to remove by-product triethylamine hydrochloride. The water insoluble material was collected.

Workup

  1. dissolutionthe solids dissolved
  2. temperatureThe mixture was refluxed two hours with the formation of white solids
  3. temperatureAfter cooling
  4. customto remove by-product triethylamine hydrochloride
  5. customThe water insoluble material was collected

Sources & evidence

ORD record
ord-e85a0760ca174020a84657b7bdcb9160
Source dataset
uspto-grants-1989_12
Patent number
US04885316

Reaction notes

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