4-Chlorobutanal → HCID 20212854, compound

HRID 1906236Notes

Reaction equation

HRID 1906236 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][CH:5]=O.Cl.[NH:8]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17]([NH2:19])=[O:18])=[CH:12][CH:11]=1)N>C(O)(=O)C>[Cl:1][CH2:2][CH2:3][C:4]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:16][C:17]([NH2:19])=[O:18])[CH:14]=2)[NH:8][CH:5]=1

Participants

4

Reactant 2

HCID 2422004-ChlorobutanalHCID 20212863HCID 20212863, compound

Product 1

HCID 20212854HCID 20212854, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 4-chlorobutanal (1.8 g) and 2-(4-hydrazinophenyl)acetamide hydrochloride (3 g) in 50% aqueous acetic acid (200 ml) was heated at reflux for 45 min., then cooled and evaporated to give 3-(2-chloroethyl)-1H-indole-5-acetamide as a dark organe-brown foam. τ (DMSO) 6.3(2H); 6,8(2H); (CH2CH2Cl)

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 45 min.
  3. temperaturecooled
  4. customevaporated

Sources & evidence

ORD record
ord-cc9ff39187e24b14b341abea70aff897
Source dataset
uspto-grants-1987_03
Patent number
US04650810

Reaction notes

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