Triethylamine → HCID 21545019, compound

HRID 1605802Notes

Reaction equation

HRID 1605802 reaction equation
[CH3:1][S:2][C:3]1[S:4][C:5]([N:8]([CH3:12])[C:9](Cl)=[O:10])=[N:6][N:7]=1.[S:13]1[CH2:19][CH2:18][CH2:17][CH2:16][S:15][CH:14]1CNC.C([N:25]([CH2:28]C)[CH2:26]C)C>C1C=CC=CC=1>[CH3:1][S:2][C:3]1[S:4][C:5]([N:8]([CH3:12])[C:9]([NH:25][CH:14]2[S:15][CH2:16][CH2:17][CH2:18][CH2:19][S:13]2)=[O:10])=[N:6][N:7]=1.[CH3:1][S:2][C:3]1[S:4][C:5]([N:8]([CH3:12])[C:9]([N:25]([CH3:26])[CH:28]2[S:15][CH2:16][CH2:17][CH2:18][CH2:19][S:13]2)=[O:10])=[N:6][N:7]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 21545015HCID 21545015, compoundHCID 21545032HCID 21545032, compound

Product 2

HCID 21545019HCID 21545019, compoundHCID 21545029HCID 21545029, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

N-(2-Methylthio-1,3,4-thiadiazol-5-yl)-N-methylcarbamoyl chloride (0.05 mole), N-(1,3-dithiepan-2-ylmethyl)-N-methylamine (0.05 mole), triethylamine (0.07 mole) and benzene (200 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture is then heated at reflux for a period of about 5 hours. After this time the mixture is cooled to room temperature and is filtered. The filtrate is washed with water and dried over anhydrous magnesium sulfate. The dried solution is then stripped of benzene under reduced pressure to yield the desired product N-(2-methylthio-1,3,4-thiadiazol-5-yl)-N-methyl-N'-methyl-N'-(1,3-dithiepan-2-yl)urea.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureThe reaction mixture is then heated
  4. temperatureat reflux for a period of about 5 hours
  5. filtrationis filtered
  6. washThe filtrate is washed with water
  7. dry with materialdried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-f1d9180ab8184fbab487d079f43fb5ee
Source dataset
uspto-grants-1976_04
Patent number
US03951640

Reaction notes

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