3,4-Diaminotoluene → HCID 178423472, compound

HRID 1830012Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[CH:11]=O.[NH2:13][C:14]1[CH:15]=[C:16]([CH3:21])[CH:17]=[CH:18][C:19]=1[NH2:20]>C1(C)C=CC=CC=1.C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[C:11]1[NH:20][C:19]2[CH:18]=[CH:17][C:16]([CH3:21])=[CH:15][C:14]=2[N:13]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A flask was charged with 5-chloro-1H-indazole-3-carbaldehyde (1.0 equivalent) and 3,4-diaminotoluene (1.0 equivalent) in toluene and ethanol (approximately 3:1). The flask was heated to 100° C. for 18 hours. The solvent was evaporated, and the residue purified by reverse phase HPLC to provide the desired product as a white solid. LC/MS (m/z) 283.1 (MH+), Rt 2.5 minutes.

Workup

customThe solvent was evaporated
customthe residue purified by reverse phase HPLC

Sources & evidence

ORD record: ord-3fdf0608cb4e4c9c9f40fa57e4465e2d
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07064215B2

Reaction notes

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