3,4-Dichloro-N,N-di-sec-butylbenzamide → 3-chloro-N,N-di-sec.butyl-benzamide

HRID 1576826Notes

Reaction equation

HRID 1576826 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[C:5]([N:7]([CH:12]([CH2:14][CH3:15])[CH3:13])[CH:8]([CH2:10][CH3:11])[CH3:9])=[O:6].[Cl:19]C1C=C(C=C(Cl)C=1)C(N(C(CC)C)C(CC)C)=O.ClC1C=CC(C(N(C(CC)C)C(CC)C)=O)=CC=1.ClC1C=C(C=CC=1Cl)C(N(C(CC)C)C(CC)C)=O.ClC1C=C(C=CC=1Cl)C(N(C(CC)C)CCCC)=O.ClC1C=C(Cl)C=CC=1C(N(C(CC)C)C(CC)C)=O.ClC1C=CC=C(Cl)C=1C(N(C(CC)C)C(CC)C)=O.IC1C=C(C=CC=1)C(N(C(CC)C)C(CC)C)=O.CC1C=C(C=CC=1)C(N(C(CC)C)C(CC)C)=O.ClC1C(Cl)=CC(Cl)=CC=1C(N(C(CC)C)C(CC)C)=O>>[Cl:19][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[C:5]([N:7]([CH:12]([CH2:14][CH3:15])[CH3:13])[CH:8]([CH2:10][CH3:11])[CH3:9])=[O:6]

Participants

11

Reactant 10

HCID 1529413,4-Dichloro-N,N-di-sec-butylbenzamideHCID 214195Benzamide, 3,4-dichloro-N,N-bis(1-methylpropyl)-HCID 40609862,4-dichloro-N,N-di-sec.butyl-benzamideHCID 41915224-chloro-N,N-di-sec.butyl-benzamideHCID 45842913-bromo-N,N-di-sec.butyl-benzamideHCID 52408073-methyl-N,N-di-sec.butyl-benzamideHCID 12426712N,N-Di(butan-2-yl)-3,5-dichlorobenzamideHCID 215093573,4-dichloro-N-sec.butyl-N-n-butyl-benzamideHCID 21509368N,N-Di(butan-2-yl)-2,3,5-trichlorobenzamideHCID 215093853-iodo-N,N-di-sec.butyl-benzamide

Product 1

HCID 40946033-chloro-N,N-di-sec.butyl-benzamide

Procedure

3-bromo-N,N-di-sec.butyl-benzamide; 3,5-dichloro-N,N-di-sec.butyl-benzamide; 3-bromo, 4-chloro-N,N-di-sec.butyl-benzamide; 3,4-dichloro-N,N-di-sec.butylbenzamide; 3,4-dichloro-N-sec.butyl-N-n-butyl-benzamide; 2,4-dichloro-N,N-di-sec.butyl-benzamide; 2,6-dichloro-N,N-di-sec.butylbenzamide; N,N-di-sec.butyl-amides from a mixture of mono-chlorobenzoic acids (about m.chloro = 83%; o.chloro = 15%; p.chloro = 2%); N,N-di-sec.butylamides from a mixture of trichlorobenzoic acids (about 2,3,6-trichloro = 75%, 2,3,5-trichloro = 25%); 3-iodo-N,N-di-sec.butyl-benzamide; 3-methyl-N,N-di-sec.butyl-benzamide; and 2,3,5-trichloro-N,N-di-sec.butyl-benzamide.

Sources & evidence

ORD record
ord-6ef03ce8227f4081b98e559d451de429
Source dataset
uspto-grants-1976_09
Patent number
US03982931

Reaction notes

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