Butylamine → 3-(n-Butyliminomethyl)dibenzo[b,f]thiepin-5,5-dioxide

HRID 485109Notes

Reaction equation

HRID 485109 reaction equation
[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[S:6](=[O:17])(=[O:16])[C:5]=2[CH:4]=[C:3]([CH:18]=O)[CH:2]=1.[CH2:20]([NH2:24])[CH2:21][CH2:22][CH3:23]>C1C=CC=CC=1>[CH2:20]([N:24]=[CH:18][C:3]1[CH:2]=[CH:1][C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[S:6](=[O:17])(=[O:16])[C:5]=2[CH:4]=1)[CH2:21][CH2:22][CH3:23]

Participants

4

Reactant 2

HCID 8007ButylamineHCID 13520245Dibenzo[b,f]thiepin-3-carboxaldehyde 5,5-dioxide

Product 1

HCID 202715033-(n-Butyliminomethyl)dibenzo[b,f]thiepin-5,5-dioxide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Reflux a mixture of 200 mg of dibenzo[b,f]thiepin-3-carboxaldehyde-5,5-dioxide (0.74 mmole) and 82 mg of n-butylamine (1.11 mmole) in 0.30 ml of benzene, with azetropic removal of water, for 45 minutes. Evaporate the mixture to remove the benzene and excess butylamine and obtain the title product as an oil.

Workup

  1. temperatureReflux
  2. customwith azetropic removal of water
  3. customEvaporate the mixture
  4. customto remove the benzene and excess butylamine

Sources & evidence

ORD record
ord-d7aac1ce47c146cd9f4b83a8e1c8625f
Source dataset
uspto-grants-1985_08
Patent number
US04535171

Reaction notes

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