Acetyl chloride → HCID 19771078, compound

HRID 1589862Notes

Reaction equation

HRID 1589862 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](=[O:10])[NH:7][C:6]=2[CH:11]=1.C(N(CC)CC)C.[C:19](Cl)(=[O:21])[CH3:20]>O1CCCC1>[NH:1]([C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](=[O:10])[NH:7][C:6]=2[CH:11]=1)[C:19]([CH3:20])=[O:21]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 268565-Amino-2,3-dihydro-1,3-benzoxazol-2-one

Product 1

HCID 19771078HCID 19771078, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred suspension of 5-amino-2-benzoxazolinone (3.39 g, 22.5 mmol) and triethylamine (3.17 ml, 22.5 mmol) in dry tetrahydrofuran (50 ml) was dropwise added acetylchloride (1.6 ml, 22.6 mmol). The reaction mixture was stirred for additional 2 hours at room temperature, whereafter the precipitate was filtered off The crystals were treated with water (100 ml), filtered off and washed with water. This treatment left the product as white crystals, M.p. 295°-300° C.

Workup

  1. filtrationwas filtered off The crystals
  2. additionwere treated with water (100 ml)
  3. filtrationfiltered off
  4. washwashed with water
  5. waitThis treatment left the product as white crystals, M.p. 295°-300° C.

Sources & evidence

ORD record
ord-189612e793a647edbada1d00252a2811
Source dataset
uspto-grants-1993_04
Patent number
US05200422

Reaction notes

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