Ammonia → Caprolactam

HRID 78680

Reaction equation

HRID 78680 reaction equation
C1(=[N:7]O)CCCCC1.[S:9](=[O:13])(=[O:12])([OH:11])[OH:10].OS(O)(=O)=O.O=S(=O)=O.S(O)(O)(=O)=O.[C:28]1(=[O:35])[NH:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1.[NH3:36]>>[C:28]1(=[O:35])[NH:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1.[S:9]([O-:13])([O-:12])(=[O:11])=[O:10].[NH4+:7].[NH4+:36]

Participants

7

Reactant 5

HCID 222AmmoniaHCID 1118Sulfuric Acid2×HCID 7517Cyclohexanone OximeHCID 24681Fuming sulfuric acidHCID 67062907Caprolactam sulfate

Product 2

HCID 7768CaprolactamHCID 6097028Ammonium Sulfate

Procedure

The Beckmann rearrangement of the cyclohexanone oxime is carried out with sulfuric acid or oleum. The caprolactam sulfate prepared in this case and excess sulfuric acid are reacted with ammonia to give caprolactam and ammonium sulfate.

Sources & evidence

ORD record
ord-01f4839d1f2846ee93e0257eb0d561d9
Source dataset
uspto-grants-2014_09
Patent number
US08841445B2

Linked notes

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