Water → HCID 22001092, compound

HRID 324916Notes

Reaction equation

HRID 324916 reaction equation
C(Br)C=C.C[Si](C)(C)[CH2:7][CH2:8][CH2:9][N:10]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]=[C:11]1[C:19]1[O:20][C:21]2[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=2[N:23]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH2:9]([N:10]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]=[C:11]1[C:19]1[O:20][C:21]2[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=2[N:23]=1)[CH:8]=[CH2:7]

Participants

6

Reactant 4

HCID 962WaterHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 11450936HCID 11450936, compound

Product 1

HCID 22001092HCID 22001092, compoundYield 98.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

Allyl bromide (1.13 ml, 9.35 mmol) was added dropwise over 10 minutes to a heterogeneous mixture of 2-(1H-benzimidazol-2-yl)benzoxazole (second step of Example 1) (2 g, 8.5 mmol) and potassium carbonate (1.29 g) in 10 ml of DMF heated to 70° C. The heating was continued at 70° C. for 4 hours. The reaction mixture was cooled and poured into water. The precipitate obtained was filtered off, washed with water and dried. 2.3 g (yield: 96%) of 2-(1-allyl-1H-benzimidazol-2-yl)-benzoxazole were obtained in the form of a beige-colored powder.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customThe precipitate obtained
  3. filtrationwas filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-e20c67ca590f4f79ba939bb092095ce4
Source dataset
uspto-grants-2001_04
Patent number
US06221343B1

Reaction notes

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