2-Phenylindole → HCID 20442720, compound

HRID 355155Notes

Reaction equation

[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH:11]([CH2:15][C:16]([C:18]1[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][C:19]=1[CH3:27])=O)[C:12]([OH:14])=[O:13])=[CH:8][CH:7]=[CH:6][CH:5]=2.[C:28]1([C:34]2[NH:35][C:36]3[C:41]([CH:42]=2)=[CH:40][CH:39]=[CH:38][CH:37]=3)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.ClC1C=CC(CN2C3C(=CC([N+]([O-])=O)=CC=3)C(C3C(=O)OC(C4C5C(=CC=C([N+]([O-])=O)C=5)N(CC5C=CC(Cl)=CC=5)C=4C)(C4C5C(=CC=C([N+]([O-])=O)C=5)N(CC5C=CC(Cl)=CC=5)C=4C)C=3)=C2C)=CC=1>>[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[C:11]1[C:12](=[O:14])[O:13][C:16]([C:18]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[NH:20][C:19]=3[CH3:27])([C:42]3[C:41]4[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=4)[NH:35][C:34]=3[C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH:15]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

Reactant 3

HCID 136982-Phenylindole

HCID 20442710HCID 20442710, compound

HCID 20442740HCID 20442740, compound

Product 1

HCID 20442720HCID 20442720, compoundYield 4.9%

Procedure

Following a procedure similar to that described in Example 3, part B above, 3.6 g (0.01 mole) of 2,4-bis(2-methyl-3-indolyl)-4-oxobutanoic acid (described above in Example 10, part A) and 2.12 g (0.01 mole) of 2-phenylindole were interacted to obtain 0.26 g of 3,5-bis(2-methyl-3-indolyl)-5-(2-phenyl-3-indolyl)-2(5H)-furanone (Formula III: R=R2 =Y=Y1 =H; R1 =CH3 ; R3 =C6H5), a pale blue-colored powder which melted in the range of 204°-215° C.

Sources & evidence

ORD record: ord-0bd23a009f5840a09a229d0cc9b5330b
Source dataset: uspto-grants-1983_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04377698

Reaction notes

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