Dimethylformamide → HCID 9957047, compound

HRID 728543Notes

Reaction equation

HRID 728543 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[C:15]3[CH2:21][CH2:20][NH:19][CH2:18][C:16]=3[S:17][C:13]=2[N:12]2[C:22]([CH3:25])=[N:23][N:24]=[C:11]2[CH2:10][N:9]=1.C(C[C:30](O)=[S:31])(C)C.C1(N=C=N[CH:42]2[CH2:47][CH2:46]CCC2)CCCCC1.CN(C)[CH:50]=[O:51]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[C:15]3[CH2:21][CH2:20][N:19]([C:50]([CH2:30][S:31][CH:47]([CH3:46])[CH3:42])=[O:51])[CH2:18][C:16]=3[S:17][C:13]=2[N:12]2[C:22]([CH3:25])=[N:23][N:24]=[C:11]2[CH2:10][N:9]=1

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 10868Dicyclohexylcarbodiimide2×HCID 14071251HCID 14071251, compoundHCID 178447642HCID 178447642, compound

Product 1

HCID 9957047HCID 9957047, compound

Conditions

Temperature
0 °C

Procedure

Into a one liter reactor fitted with stirring, cooling and warming means and placed under nitrogen circulation were poured 30 ml of dimethylformamide, 20.3 g (0.055 mol) of 6-(2-chlorophenyl)-7, 8, 9, 10 -tetrahydro-1-methyl-4H-pyrido [4',3':4,5] thieno [3,2-f] 1,2,4-triazolo [4,3-a] 1,4-diazepine and 8.9 g (0.058 mol) of isopropyl-thio-acetic acid. After cooling the mixture to 0° C., there were slowly added, under stirring, 12.36 g (0.058 mol) of dicyclohexylcarbodiimide. Stirring was maintained for 4 hours at 0° C. and then for one hour after the reaction mixture had reached room temperature. There were then added 2 g of dicyclohexylcarbodiimide and the mixture was stirred overnight.

Workup

  1. customInto a one liter reactor fitted
  2. temperaturecooling
  3. temperaturewarming means
  4. additionthere were slowly added
  5. stirringunder stirring
  6. stirringStirring
  7. temperaturewas maintained for 4 hours at 0° C.
  8. stirringthe mixture was stirred overnight

Sources & evidence

ORD record
ord-5bda237e662d4d3eaa1c7742a839b932
Source dataset
uspto-grants-1991_09
Patent number
US05049559

Reaction notes

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