Benzotript → Calcium bis(N-(4-chlorobenzoyl)-L-tryptophanate)

HRID 1974343Notes

Reaction equation

HRID 1974343 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([NH:8][C@H:9]([C:20]([OH:22])=[O:21])[CH2:10][C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13][CH:12]=2)=[O:7])=[CH:4][CH:3]=1.[Cl-].[Cl-].[Ca+2:27]>[OH-].[Na+].O>[Ca+2:27].[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([NH:8][C@H:9]([C:20]([O-:22])=[O:21])[CH2:10][C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13][CH:12]=2)=[O:7])=[CH:4][CH:3]=1.[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([NH:8][C@H:9]([C:20]([O-:22])=[O:21])[CH2:10][C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13][CH:12]=2)=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 2060890BenzotriptHCID 5284359Calcium Chloride

Product 1

HCID 6453295Calcium bis(N-(4-chlorobenzoyl)-L-tryptophanate)Yield 95.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 34.2 g (0.1 moles) of N-p-chlorobenzoyl-L-tryptophane in 1,000 ml of 0.1 N NaOH, kept at room temperature, was quickly admixed while stirring with 6.05 g (0.11 equiv.) of CaCl2 previously dissolved in 100 ml H2O. The N-p-chlorobenzoyl-L-triptophane starts precipitating forthwith in the form of calcium salt. The reaction mass is stirred during two hours at least to allow the precipitate of conveniently enlarging in volume. The resulting precipitate is filtered and washed with water till chlorine ions disappear. The product is dried in a circulating air oven at 90° C during 12 hours. 34.4 g product are obtained.

Workup

  1. customkept at room temperature
  2. customThe N-p-chlorobenzoyl-L-triptophane starts precipitating forthwith in the form of calcium salt
  3. filtrationThe resulting precipitate is filtered
  4. washwashed with water till chlorine ions
  5. customThe product is dried in a circulating air oven at 90° C during 12 hours

Sources & evidence

ORD record
ord-b4ee9e4f385e4b5fa88b98f32a7c5b01
Source dataset
uspto-grants-1976_12
Patent number
US04000297

Reaction notes

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