Synthesis of tert-Butyl carbazate

Preparation of tert-Butyl carbazate

Preparation of tert-Butyl carbazate

Preparation of tert-Butyl carbazate

A mixture of the tert-Butyl phenyl carbonate (97.1 g, 0.50 mol) and hydrazine hydrate (50 g = 48.5 ml, 1.0 mol) is warmed on a hot plate. When the temperature reaches 75 °C spontaneous dissolution occurs with evolution of heat. The temperature will rise to 103 °C. The mixture is allowed to cool to room temperature and stored overnight. Dilution with ether (200 ml) is followed by the addition of a solution of sodium hydroxide (30 g) in water (100 ml) and the two phases are vigorously shaken. The mixture is extracted with ether in a continuous extractor for 24 hours. The ether is removed from the extract by distillation on a steam bath and the residue is distilled from a Claisen flask at 60-61 °C and 0.5 mm. The purified tert-Butyl carbazate weighs about 60 g (90 %).

The Practice of Peptide Synthesis, by M. Bodanszky, A. Bodanszky, 241, Springer Berlin Heidelberg (1984)

IUPAC Name

tert-butyl N-aminocarbamate

InChI

InChI=1S/C5H12N2O2/c1-5(2,3)9-4(8)7-6/h6H2,1-3H3,(H,7,8)

InChI Key

DKACXUFSLUYRFU-UHFFFAOYSA-N

Canonical SMILES

CC(C)(C)OC(=O)NN

MeSH Synonyms

tert-butyl carbazate

Depositor-Supplied Synonyms

tert-Butyl carbazate, 870-46-2, tert-Butyl hydrazinecarboxylate, t-Butyl carbazate, tert-Butoxycarbonyl hydrazide, Boc-hydrazide, Boc-hydrazine, t-Butylcarbazate, tert-butyl N-aminocarbamate, Carbazic acid tert-butyl ester, Hydrazinecarboxylic acid, 1,1-dimethylethyl ester, tert-Butoxycarbonylhydrazine, (tert-Butoxycarbonyl)hydrazine, tert-butoxycarbohydrazide, tert-butylhydrazincarboxylat, tert-Butyloxycarbonylhydrazide, Hydrazinecarboxylic acid, tert-butyl ester, Carbazic acid, tert-butyl ester, hydrazine carboxylic acid T-butyl, DKACXUFSLUYRFU-UHFFFAOYSA-N, NSC 60250, Hydrazinecarboxylic acid tert-butyl ester, HYDRAZINOFORMIC ACID TERT-BUTYL ESTER, (tert-butyl)oxycarbohydrazide, HYDRAZINE CARBOXYLIC ACID TERT-BUTYL ESTER, tertbutylcarbazate, monoBOC-hydrazine, t-butyl-carbazate, iert-butyl carbazate, teri-butyl carbazate, tert.butyl carbazate, t-butoxycarbonylhydrazine, ACMC-1CPTU, BOC-NHNH2, AC1L2DBZ, AC1Q5XRT, tertbutoxycarbonylhydrazine, t-Butyloxycarbonylhydrazine, (t-butoxycarbonyl)hydrazine, (tert-butoxy)carbohydrazide, t-butyl hydrazinecarboxylate, SCHEMBL6237, tert. butyl hydrazinoformate, tert-butoxycarbonyl hydrazine, TERT-BUTYLOXYCARBAZATE, tert-butylhydrazinecarboxylate, B91005_ALDRICH, KSC448A9D, N-(t-butoxycarbonyl)hydrazine, tert-butyl hydrazine carboxylate, tert-butyl hydrazine-carboxylate, 19740_FLUKA, CTK3E8091, T-BUTOXYCARBONYL HYDRAZIDE, tert-butyl-1-hydrazinecarboxylate, MolPort-000-893-699, BB_SC-7087, N-[(t-Butyloxy)carbonyl]hydrazine, ZINC154656, T-BUTYLOXYCARBONYL-HYDRAZIDE, ACT03351, NSC60250, EINECS 212-795-3, AN-838, ANW-38436, AR-1L6175, BBL012740, MFCD00007593, N-(T-BUTOXYCARBONYL)HYDRAZIDE, NSC-60250, SBB056790, STK074844, ZINC00154656, hydrazinecarboxylic acid t-butyl ester, TERT-BUTYL HYDRAZINOCARBOXYLATE, 1,1-dimethylethyl hydrazinecarboxylate, AKOS000119499, CS22657, hydrazinecarboxylic acid tert-butylester, MCULE-7583988384, N-amino-carbamic acid tert-butyl ester, PB18405, RP20004, RP20005, RTR-027091, TRA0042900, VZ33783, CARBAZINIC ACID TERT-BUTYL ESTER, AJ-13334, AK-47385, AK-48784, BC218648, BP-10091, BR-47385, CJ-01355, hydrazinecarboxylic acid tert.-butyl ester, I688, KB-61369, OR000664, OR354458, ZB005848, AB0007628, AB1002424, AI3-62061, ST2407729, tert-Butoxycarbonyl hydrazide; Boc-hydrazide, TL8005650, TR-027091, AM20110248, ST50981599, Hydrazinecarboxylic acid,1-dimethylethyl ester, CARBONIC ACID TERT-BUTYL ESTER HYDRAZIDE, Q-4534, 14629-EP2272831A1, 14629-EP2272972A1, 14629-EP2272973A1, 14629-EP2277872A1, 14629-EP2292228A1, 14629-EP2295411A1, 14629-EP2298747A1, 14629-EP2316836A1, 2-METHYL-2-PROPANYL HYDRAZINECARBOXYLATE, 86826-EP2295411A1, 86826-EP2305684A1, 106760-EP2272848A1, 106760-EP2292088A1, 106760-EP2295407A1, 106760-EP2295411A1, 106760-EP2298736A1, 106760-EP2298743A1, hydrazine carboxylic acid, 1,1-dimethylethyl ester, W-104045, I14-16333, 3B3-001316

Removed Synonyms

tert-Butylcarbazate, +-BUTYL CARBAZATE, C5H12N2O2, CID70091, c0933, 3346-63-2, 34460-72-5, N/A

Share This

Leave a Reply

Your email address will not be published. Required fields are marked *