Formaldehyde → HCID 70073535, compound

HRID 1085431Notes

Reaction equation

HRID 1085431 reaction equation
C([O:3][C:4](=[O:23])[C:5]([CH2:12][C:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][C:20]=2[Cl:22])[NH:15][CH:14]=1)([NH2:11])[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.C=O.[CH:26]1C=C2C(C(O)(O)C(=O)C2=CC=1)=O>C1C=CC=CC=1>[ClH:22].[CH2:9]([O:8][C:6]([C:5]1([C:4]([OH:3])=[O:23])[CH2:12][C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][C:20]=3[Cl:22])[NH:15][C:14]=2[CH2:26][NH:11]1)=[O:7])[CH3:10]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 10236NinhydrinHCID 86738778HCID 86738778, compound

Product 1

HCID 70073535HCID 70073535, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

1.13 g of 2-(4-chloroindol-3-ylmethyl)-2-aminomalonic acid diethylester hydrochloric and 80 mg of paraformaldehyde are boiled at reflux for about 15 minutes in 30 ml of benzene until the Ninhydrin reaction has disappeared. After cooling, the crystalline precipitate is suction-filtered and recrystallized from benzene. 1.05 g of 5-chloro-1,2,3,4-tetrahydro-β-carbolin-3,3-dicarboxylic acid ethyl ester hydrochloride of melting point 157° C. is obtained.

Workup

  1. temperatureAfter cooling
  2. filtrationthe crystalline precipitate is suction-filtered
  3. customrecrystallized from benzene

Sources & evidence

ORD record
ord-2f9ab826b0304cfcbaf23b05792ca4b4
Source dataset
uspto-grants-1991_04
Patent number
US05010077

Reaction notes

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