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6-Chloro-2,3-dihydrobenzoxazol-2-one → 2,5,7-Trichloro-1,3-benzoxazole

HRID 986674
Notes
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Reaction equation

HRID 986674 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([Cl:12])[C:5]2[O:9][C:8](=O)[NH:7][C:6]=2[CH:11]=1.[Cl:13]C1C=CC2NC(=O)OC=2C=1>C1(C)C=CC=CC=1>[Cl:13][C:8]1[O:9][C:5]2[C:4]([Cl:12])=[CH:3][C:2]([Cl:1])=[CH:11][C:6]=2[N:7]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 298586-Chloro-2,3-dihydrobenzoxazol-2-oneHCID 20157014HCID 20157014, compound

Product 1

HCID 201570132,5,7-Trichloro-1,3-benzoxazoleYield 68%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In analogy to Example 1, 204 g of 5,7-dichlorobenzoxazolin-2-one, in place of 6-Chlorobenzoxazolin-2-one, are reacted. 2,5,7-Trichlorobenzoxazole of melting point 140° -142° C. is obtained in a yield of 68% of theory by recrystallisation, from toluene or ligroin, of the residue remaining after distilling out the o-dichlorobenzene.

Sources & evidence

ORD record
ord-ddcac2b0adda4277ac343b1ccefef33e
Source dataset
uspto-grants-1987_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04714766

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes