Tetrahydrofuran → HCID 21289667, compound

HRID 867372Notes

Reaction equation

HRID 867372 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][S:8][C:9]2[S:13][C:12]([NH2:14])=[N:11][N:10]=2)[CH:2]=1.[O:15]1CCC[CH2:16]1>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][S:8][C:9]2[S:13][C:12]([N:14]=[C:16]=[O:15])=[N:11][N:10]=2)[CH:2]=1

Participants

3

Reactant 2

HCID 8028Tetrahydrofuran2×HCID 7179265-{[(Pyridin-3-yl)methyl]sulfanyl}-1,3,4-thiadiazol-2-amine

Product 1

HCID 21289667HCID 21289667, compound

Procedure

To a stirred mixture of 27.7 grams (0.17 mol) of N,N'-carbonyldiimidazole in 200 ml of dry tetrahydrofuran, which mixture was maintained at room temperature under a nitrogen atmosphere, was added a mixture of 17.4 grams(0.078 mol) of 5-[(3-pyridinyl-methyl)thio]-1,3,4-thiadiazol-2-amine (prepared by the method of Example 1) in 300 ml of dry tetrahydrofuran. The reaction mixture was stirred at room temperature for 1 hour and then at reflux for 15 minutes, followed by cooling to room temperature. The reaction mixture containing the title compound was used in the subsequent reaction without isolation of this isocyanate intermediate.

Workup

  1. additionwas added
  2. temperatureat reflux for 15 minutes
  3. temperatureby cooling to room temperature

Sources & evidence

ORD record
ord-9fd2b25ad61840178057f1a29f0f5f55
Source dataset
uspto-grants-1988_10
Patent number
US04775408

Reaction notes

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