Methyl chloroformate → HCID 178502065, compound

HRID 605443Notes

Reaction equation

HRID 605443 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[N:4][N:3]=1.C(N(CC)CC)C.Cl[C:15]([O:17][CH3:18])=[O:16]>C(#N)C>[CH3:18][O:17][C:15](=[O:16])[NH:1][C:2]1[NH:6][N:5]=[N:4][N:3]=1

Participants

5

Procedure

To a solution of 5-Amino tetrazole (10.00 g, 117.56 mmol)/Triethyl amine (16.48 ml, 118.739 mmol) in acetonitrile was added Methyl chloroformate (9.1375 ml, 118.739 mmol) at 0° C. The reaction mixture was slowly brought to room temperature and stirred for about 30 minutes. After about 30 minutes the reaction warmed and was refluxed for about 2 hrs. The reaction was then cooled to room temperature and the solvent was removed under reduced pressure, leaving a residue. The residue was washed with dilyte HCl to yield a white-colored solid. The solid was then dried at 105 C for about 6 hrs, resulting in a 92% yield.

Workup

  1. customwas slowly brought to room temperature
  2. temperatureAfter about 30 minutes the reaction warmed
  3. temperaturewas refluxed for about 2 hrs
  4. customthe solvent was removed under reduced pressure
  5. customleaving a residue
  6. washThe residue was washed with dilyte HCl
  7. customto yield a white-colored solid
  8. customThe solid was then dried at 105 C for about 6 hrs
  9. customresulting in a 92% yield

Sources & evidence

ORD record
ord-9157ee50fb0545caae8292a05d8ccdd4
Source dataset
uspto-grants-2011_03
Patent number
US07914632B2

Reaction notes

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