2,5-Dichlorobenzoyl chloride → Benzoyl chloride, 3,4-dichloro-

HRID 1194586Notes

Reaction equation

HRID 1194586 reaction equation
[Cl:1]C1C=C([N+]([O-])=O)C=CC=1C(Cl)=O.BrC1C=C(C=CC=1C)C(Cl)=O.FC1C=CC=C(F)C=1C(Cl)=O.Cl[C:37]1[CH:45]=[CH:44][C:43]([Cl:46])=[CH:42][C:38]=1[C:39]([Cl:41])=[O:40].ClC1C=C(C=C(Cl)C=1)C(Cl)=O.C1(C(Cl)=O)C2C(=CC=CC=2)C=CC=1>>[Cl:46][C:43]1[CH:42]=[C:38]([CH:37]=[CH:45][C:44]=1[Cl:1])[C:39]([Cl:41])=[O:40]

Participants

7

Reactant 6

HCID 179452,5-Dichlorobenzoyl chlorideHCID 701461-Naphthalenecarbonyl chlorideHCID 761913,5-Dichlorobenzoyl chlorideHCID 81522Benzoyl chloride, 2-chloro-4-nitro-HCID 874382,6-Difluorobenzoyl chlorideHCID 27570573-Bromo-4-methylbenzoyl chloride

Product 1

HCID 76403Benzoyl chloride, 3,4-dichloro-

Procedure

Similarly, substituting 2-chloro-4-nitrobenzoyl chloride, 3-bromo-4-methylbenzoyl chloride, 2,6-difluorobenzoyl chloride, 2,5-dichlorobenzoyl chloride, 3,5-dichlorobenzoyl chloride or naphthoyl chloride, for 3,4-dichlorobenzoyl chloride, yields respectively: 2-chloro-4-nitrobenzoic acid, 2-(tert)-butylhydrazide; 3-bromo-4-methylbenzoic acid, 2-(tert)-butylhydrazide; mp 95°-97° C.; 2,5-dichlorobenzoic acid 2-(tert)-butylhydrazide and 3,5dichlorobenzoic acid, 2-(tert)-butylhydrazide, mp 163°-165° C.; 1-naphthoic acid, 2-(tert)-butylhydrazide mp 148°-150° C.

Sources & evidence

ORD record
ord-2d1632d7aaae41f482e08320e8bf065d
Source dataset
uspto-grants-1989_03
Patent number
US04814349

Reaction notes

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