Hydrochloric Acid → HCID 66845218, compound

HRID 386677Notes

Reaction equation

HRID 386677 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[CH:27]=[CH:26][C:25]([NH:28]C(=O)C)=[CH:24][C:12]=3[C:13](=[O:23])[C:14]=2[O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:5][CH:4]=1.[ClH:32].[K+].[Br-]>C(Cl)(Cl)Cl.CO>[ClH:32].[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[O:10][C:11]3[CH:27]=[CH:26][C:25]([NH2:28])=[CH:24][C:12]=3[C:13](=[O:23])[C:14]=2[O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 253877Potassium BromideHCID 66845791HCID 66845791, compound

Product 1

HCID 66845218HCID 66845218, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

Prepared analogously to Example 5c) starting from 2-(4-methoxyphenyl)-3-benzyloxy-6-acetamido-4H-1-benzopyran-4-one. Yield: 54%; TLC (9/1 Chloroform/Methanol) Rf: 0.60; Elem. anal. C23H19NO4*HCl; theory C, 67.40; H, 4.92; N, 3.42. found C, 64.24; H, 4.73; N, 3.20. IR (KBr): 3433, 2833, 2592, 1629, 1498, 1167 cm−1, 1H-NMR (d6-DMSO): 8.0 (m, 2H), 7.73 (m, 2H), 7.52 (dd, 1H), 7.37-7.22 (m, 5H), 7.10 (m, 2H).

Workup

  1. customPrepared analogously to Example 5c)

Sources & evidence

ORD record
ord-959372577c644e83871e7a227d001227
Source dataset
uspto-grants-2013_02
Patent number
US08372866B2

Reaction notes

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