Phenol → HCID 13689048, compound

HRID 364189Notes

Reaction equation

HRID 364189 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:10]2[N:9]([CH2:13][CH2:14][NH:15][CH2:16][CH2:17][OH:18])[N:8]=[C:7]3[C:19]4[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=4[S:21][C:5]=1[C:6]=23)([O-:3])=[O:2].[C:26](=O)(OC1C=CC=CC=1)[O:27]C1C=CC=CC=1.CC([O-])=O.[Na+].C1(O)C=CC=CC=1>>[N+:1]([C:4]1[CH:12]=[CH:11][C:10]2[N:9]([CH2:13][CH2:14][N:15]3[CH2:16][CH2:17][O:18][C:26]3=[O:27])[N:8]=[C:7]3[C:19]4[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=4[S:21][C:5]=1[C:6]=23)([O-:3])=[O:2]

Participants

5

Reactant 4

HCID 996PhenolHCID 7597Diphenyl carbonateHCID 517045Sodium AcetateHCID 13689030HCID 13689030, compound

Product 1

HCID 13689048HCID 13689048, compound

Procedure

A mixture of 1.0 g (0.0025 mol) of 2-[[2-(5-nitro-2H[1]benzothiopyrano[4,3,2-cd]indazol-2-yl)-ethyl]amino]ethanol, 10.0 g (0.045 mol) of diphenyl carbonate, 0.3 g (0.0036 mol) of NaOAc and 10.0 g of phenol was treated at 110° C. for 16 hours, allowed to cool to room temperature, and triturated twice in a small amount of acetone. The insoluble material was recrystallized to give the product.

Workup

  1. additionwas treated at 110° C. for 16 hours
  2. customtriturated twice in a small amount of acetone
  3. customThe insoluble material was recrystallized
  4. customto give the product

Sources & evidence

ORD record
ord-914a51542a5c49c389e36a637e8a82fe
Source dataset
uspto-grants-1986_08
Patent number
US04604390

Reaction notes

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