Ammonia → HCID 19936726, compound

HRID 36908Notes

Reaction equation

HRID 36908 reaction equation
[CH3:1][C:2]1[S:6][C:5]([C:7]2[N:8]=[C:9]3[N:13]([C:14]=2[CH2:15][C:16](O)=[O:17])[C:12]2[CH:19]=[CH:20][CH:21]=[CH:22][C:11]=2[S:10]3)=[CH:4][CH:3]=1.[NH3:23]>O1CCCC1>[CH3:1][C:2]1[S:6][C:5]([C:7]2[N:8]=[C:9]3[N:13]([C:14]=2[CH2:15][C:16]([NH2:23])=[O:17])[C:12]2[CH:19]=[CH:20][CH:21]=[CH:22][C:11]=2[S:10]3)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 152338102-(5-Methylthien-2-yl)imidazo[2,1-b]benzothiazole-3-acetic acid

Product 1

HCID 19936726HCID 19936726, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1.6 g (0.005 mole) of 2-(5-methylthien-2-yl)imidazo[2,1-b]-benzothiazole-3-acetic acid are treated, at room temperature, with 0.85 g (0.005 mole) of N,N'-carbonyldiimidazole in 30 ml of anhydrous tetrahydrofuran for 3 h 30 min. The mixture is cooled using an ice bath, an excess of ammonia in 10 ml of anhydrous tetrahydrofuran cooled to -10° C. is added, and the mixture is stirred for 4 h at room temperature. The solvent is evaporated under reduced pressure, the solid is collected by filtration, it is washed with water up to neutral pH, then with ethanol, and finally with ethyl ether. After recrystallization from methanol, 1 g of a beige compound is obtained. Melting point: 243°-245° C.

Workup

  1. temperatureThe mixture is cooled
  2. additionis added
  3. customThe solvent is evaporated under reduced pressure
  4. filtrationthe solid is collected by filtration, it
  5. washis washed with water up to neutral pH
  6. customAfter recrystallization from methanol

Sources & evidence

ORD record
ord-ae3db4f78f6546469875db280c67c323
Source dataset
uspto-grants-1995_05
Patent number
US05418248

Reaction notes

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