Ethanol → HCID 20288035, compound

HRID 126849Notes

Reaction equation

HRID 126849 reaction equation
S1C=CC=C1.C(O)C.[Cl:9][C:10]1[C:15]([Cl:16])=[CH:14][C:13]([NH:17][CH2:18][CH2:19][OH:20])=[C:12]([N+:21]([O-])=O)[CH:11]=1.[H][H]>[Pt].CO>[NH2:21][C:12]1[CH:11]=[C:10]([Cl:9])[C:15]([Cl:16])=[CH:14][C:13]=1[NH:17][CH2:18][CH2:19][OH:20]

Participants

7

Reactant 4

HCID 702EthanolHCID 8030ThiopheneHCID 5047032HCID 5047032, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20288035HCID 20288035, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

To 2 parts of a solution of 2 parts of thiophene in 40 parts of ethanol are added 71 parts of 2-[(4,5-dichloro-2-nitrophenyl)-amino]-ethanol and 400 parts of methanol. The whole is hydrogenated at normal pressure and at room temperature with 2 parts of platinum-on-charcoal catalyst 5%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The residue is taken up in methylbenzene and the latter is evaporated again. The solid residue is stirred in 2,2' -oxybispropane. The product is filtered off and dried, yielding 50 parts (81%) of 2-[(2-amino-4,5-dichlorophenyl)amino]ethanol; mp. 120° C.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. customthe latter is evaporated again
  4. filtrationThe product is filtered off
  5. customdried

Sources & evidence

ORD record
ord-ecea52eac0a542f68e0c0baceedf3536
Source dataset
uspto-grants-1981_03
Patent number
US04254127

Reaction notes

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