Hydrochloric Acid → HCID 66593501, compound

HRID 1091663Notes

Reaction equation

HRID 1091663 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][C:11]#[N:12].[H-].[Na+].Cl[C:16]1[N:21]=[CH:20][CH:19]=[CH:18][N:17]=1.Cl>C1COCC1.O>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]1=[C:10]([C:16]1[N:21]=[CH:20][CH:19]=[CH:18][N:17]=1)[C:11]#[N:12]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 744042-ChloropyrimidineHCID 3424652-(1,3-Benzothiazol-2-yl)acetonitrile

Product 1

HCID 66593501HCID 66593501, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

2-(Benzothiazol-2-yl)acetonitrile (0.69 g, 4 mmol) was added in portions to a suspension of 95% sodium hydride ((0.21 g, 6 mmol) in THF (12 mL). The resulting yellow suspension was stirred at room temperature for 30 min, and 2-chloropyrimidine (0.45 g, 4 mmol) was added. The mixture was stirred for 3 d, and water was added to the dark solution. The mixture was acidified with 1N hydrochloric acid, and the precipitate that formed was collected by filtration, washed with water and acetonitrile, and dried under vacuum to give 2-[benzothiazol-2(3H)-ylidene]-2-(pyrimidin-2-yl)acetonitrile as a brown solid.

Workup

  1. stirringThe mixture was stirred for 3 d
  2. customthe precipitate that formed
  3. filtrationwas collected by filtration
  4. washwashed with water and acetonitrile
  5. customdried under vacuum

Sources & evidence

ORD record
ord-37ea5497767e4de7b014945facdd8c4a
Source dataset
uspto-grants-2012_03
Patent number
US08129396B2

Reaction notes

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