But-2-yn-1-amine → HCID 178448837, compound

HRID 1580646Notes

Reaction equation

HRID 1580646 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=S)[CH2:9][N:8]=[C:7]([C:13]3[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=3[F:20])[C:6]=2[CH:21]=1.[CH2:22]([NH2:26])[C:23]#[C:24][CH3:25]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:26][CH2:22][C:23]#[C:24][CH3:25])[CH2:9][N:8]=[C:7]([C:13]3[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=3[F:20])[C:6]=2[CH:21]=1

Participants

4

Reactant 2

HCID 12599998But-2-yn-1-amineHCID 20360389HCID 20360389, compound

Product 1

HCID 178448837HCID 178448837, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 10.0 g. of 7-chloro-1,3-dihydro-5-(2,6-difluorophenyl)-2H-1,4-benzodiazepine-2-thione (V), 10.0 g. of 2-butynylamine, and 150 ml. of dry tetrahydrofuran is stirred under nitrogen at ambient temperature for about 5 hours and then concentrated in vacuo. The residue thus obtained is recrystallized from methanol to give 7-chloro-5-(2,6-difluorophenyl)-2-(2-butynylamino)-3H-1,4-benzodiazepine.

Workup

  1. additionA mixture of 10.0 g
  2. concentrationconcentrated in vacuo
  3. customThe residue thus obtained
  4. customis recrystallized from methanol

Sources & evidence

ORD record
ord-3162c8d879b24b1aa40e69eec6a1a959
Source dataset
uspto-grants-1976_01
Patent number
US03933794

Reaction notes

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