Methanol → HCID 21400471, compound

HRID 1438766Notes

Reaction equation

HRID 1438766 reaction equation
[CH2:1]([O:3][C:4](Cl)=[O:5])[CH3:2].[CH:7]([NH:10][C:11]1[C:24]2[C:23](=[O:25])[C:22]3[C:17](=[C:18]([N+:26]([O-:28])=[O:27])[CH:19]=[CH:20][CH:21]=3)[C:16](=[O:29])[C:15]=2[C:14]([NH2:30])=[CH:13][CH:12]=1)([CH3:9])[CH3:8].C(N(CC)CC)C.CO>CN1CCCC1=O>[CH:7]([NH:10][C:11]1[C:24]2[C:23](=[O:25])[C:22]3[C:17](=[C:18]([N+:26]([O-:28])=[O:27])[CH:19]=[CH:20][CH:21]=3)[C:16](=[O:29])[C:15]=2[C:14]([NH:30][C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:13][CH:12]=1)([CH3:9])[CH3:8]

Participants

6

Reactant 4

HCID 887MethanolHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 21400463HCID 21400463, compound

Product 1

HCID 21400471HCID 21400471, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

5 ml of chloroformic acid ethyl ester are added dropwise to 10 g of 1-isopropylamino-4-amino-5-nitroanthraquinone in 50 ml of N-methylpyrrolidone at room temperature. 4 ml of triethylamine are then added dropwise and the mixture is stirred further, finally for a short time at 30°-40° C, until only small amounts of starting material remain detectable. After working up with methanol, 1-isopropylamino-4-ethoxycarbonylamino-5-nitroanthraquinone is obtained.

Sources & evidence

ORD record
ord-a4dd9a7a2f5b4465b4da65827d48fdfe
Source dataset
uspto-grants-1977_11
Patent number
US04056544

Reaction notes

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