Water → HCID 14626776, compound

HRID 330469Notes

Reaction equation

HRID 330469 reaction equation
[CH:1]1[C:6]2[C:7]3[N:8]([C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=4[CH:19]=3)[CH2:9][C:10](=O)[NH:11][C:5]=2[CH:4]=[CH:3][CH:2]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:21].C(=O)(O)[O-].[Na+].O>COCCOCCOC>[CH:1]1[C:6]2[C:7]3[N:8]([C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=4[CH:19]=3)[CH2:9][C:10](=[S:21])[NH:11][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14817Phosphorus sulfide (P2S5)HCID 516892Sodium BicarbonateHCID 14626765HCID 14626765, compound

Product 1

HCID 14626776HCID 14626776, compoundYield 767.4%

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 15 g indolo[1,2-d][1,4]benzodiazepin-6(7H)-one, 3.09 g phosphorus pentasulfide and 11.46 g sodium bicarbonate in 300 ml diglyme was heated at 100° C. for two hours. The resulting mixture was cooled and poured into 3 L water to precipitate a solid. The solid was collected, triturated successively with cyclohexane, ether and hexane and dried (P2O5) to give 14.1 g solid. Recrystallization of 4.0 g from n-propanol gave 3.0 g solid, m.p. 259°-261° C.

Workup

  1. temperatureThe resulting mixture was cooled
  2. customto precipitate a solid
  3. customThe solid was collected
  4. customtriturated successively with cyclohexane, ether and hexane
  5. dry with materialdried (P2O5)

Sources & evidence

ORD record
ord-f1a68690d75846838c622ea395fc487b
Source dataset
uspto-grants-1990_01
Patent number
US04897392

Reaction notes

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