Hydrochloric Acid → HCID 178514045, compound

HRID 1609299Notes

Reaction equation

HRID 1609299 reaction equation
[NH:1]1[C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[NH:19][C:20]([C:22]2[CH:32]=[CH:31][C:25]([O:26][CH2:27][C:28]([OH:30])=O)=[CH:24][CH:23]=2)=[O:21])=[N:4][N:3]=[N:2]1.Cl.C[N:35](C)C=O>N.O>[NH:4]1[C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[NH:19][C:20]([C:22]2[CH:32]=[CH:31][C:25]([O:26][CH2:27][C:28]([NH2:35])=[O:30])=[CH:24][CH:23]=2)=[O:21])=[N:1][N:2]=[N:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 178525962HCID 178525962, compound

Product 1

HCID 178514045HCID 178514045, compound

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 962WaterSolvent

Procedure

In 6 ml of N,N-dimethylformamide was dissolved 0.63 g of 4-[2-[2-(1H-tetrazol-5-yl)phenylthio]phenylcarbamoyl]phenoxyacetic acid (prepared in Example 6) followed by addition of 0.24 g of N,N'-carbonyldiimidazole. The mixture was stirred at room temperature for 1 hour, and then it was poured in 28% aqueous ammonia and stirred for 1 hour. The reaction mixture was diluted with water and, then, acidified with concentrated hydrochloric acid, and the crystals separated out therefrom were collected by filtration and washed with water. The crude crystals thus obtained were recrystallized from N,N-dimethyl-formamide-ethanol to give 0.52 g of the title compound as white crystals.

Workup

  1. stirringstirred for 1 hour
  2. customthe crystals separated out
  3. filtrationtherefrom were collected by filtration
  4. washwashed with water
  5. customThe crude crystals thus obtained
  6. customwere recrystallized from N,N-dimethyl-formamide-ethanol

Sources & evidence

ORD record
ord-fde11c9e6bf349d7a302e2dbf3a96183
Source dataset
uspto-grants-1995_03
Patent number
US05399703

Reaction notes

Loading…