1,3,4-Thiadiazol-2-amine → HCID 18786073, compound

HRID 1107892Notes

Reaction equation

HRID 1107892 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[N:5][N:6]=1.[CH:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][C:8]=1[C:17](Cl)=[O:18]>N1C=CC=CC=1>[S:3]1[CH:4]=[N:5][N:6]=[C:2]1[NH:1][C:17]([C:8]1[CH:9]=[CH:10][C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=1)=[O:18]

Participants

4

Reactant 2

HCID 199091,3,4-Thiadiazol-2-amineHCID 752462-Naphthoyl chloride

Product 1

HCID 18786073HCID 18786073, compoundYield 39.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred solution of 2-amino-1,3,4-thiadiazol (0.84 g, 8.0 mmol) in pyridine (5 ml) was added 2-naphthoyl chloride (1.9 g, 10 mmol). The resulting mixture was stirred at reflux temperature for 15 min. cooled and quenched with water (100 ml). The precipitate was filtered off, washed with water (2×10 ml) and heptane (2×10 ml) and dried in vacuo affording 0.80 g (38%) of the title compound as a solid.

Workup

  1. temperatureat reflux temperature for 15 min.
  2. temperaturecooled
  3. customquenched with water (100 ml)
  4. filtrationThe precipitate was filtered off
  5. washwashed with water (2×10 ml) and heptane (2×10 ml)
  6. customdried in vacuo

Sources & evidence

ORD record
ord-4187cb60cd194648876abe4b21119037
Source dataset
uspto-grants-2000_05
Patent number
US06063800

Reaction notes

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